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Cudjoe Key, Florida
Relaxing Home in gated community
Located in Cudjoe Key, Florida, United States. Relaxing Home in gated community This 2 bedroom, one bath home is located in Venture Out on Cudjoe Key, FL. 23 miles outside of Key West!. Venture Out is a gated community that features, community pool, hot tub, tennis courts, basketball court, a private ramp, unit is 85 yards from ramp, easy for lunching kayaks. This unit was built in 2017. There is a dishwasher, grill, TV and free WIFI. The unit includes 2 adult bikes, 2 person Kayak and Paddle board at no extra charge. ATTENTION: The community charges a security/registration fee upon arrival to the renter. The fee will be $116.28 plus $8.72 in tax. This fee is not included in your reservation. Also, there are fees for more than one car or trailer storage. Overflow parking is first come, first served basis.
Cudjoe Key, Florida
COCONUT TELEGRAPH ~ Waterfront 2 BR/2Ba in Cudjoe Key w/ Dockage & Parking!
Located in Cudjoe Key, Florida, United States. COCONUT TELEGRAPH ~ Waterfront 2 BR/2Ba in Cudjoe Key w/ Dockage & Parking! CUDJOE CUTIE WITH AMENITIES GALORE…Sweeping views of the dazzling turquoise waters of the Florida Keys will ignite your island soul and pull you away from reality. Come home to this 2 bedroom 2 bath gem that is sure to delight you and your loved ones with endless hours under the sultry island breezes and calming southernmost waters. Located in the Venture Out Resort in Cudjoe Key, you will enjoy all the amenities, such as a heated 80 ft. pool and swimming lagoon with large hot tub, tennis courts, basketball courts, marina, convenience market with fuel on site as well as two double wide boat ramps, a recreation center, patrolled security and so much more!***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGEDETAILS AND AMENITIES…You are truly immersed in and surrounded by exquisite tropical waters in this quintessential Lower Keys abode. Enter this new home with its airy 9 ft. ceilings and every modern finish to brin
Cudjoe Key, Florida
Fishermen’s Paradise 🎣
Located in Cudjoe Key, Florida, United States. Fishermen’s Paradise 🎣 This is a water lover or a Fisherman’s Paradise. This waterfront home can sleep 6. The house is fully furnished with a colorful island vibe Modern 2 bedroom & 1 bathroom.There is a queen bed in the master bedroom along with AC & a flat screen TV. A full bed in second bedroom with AC & flat screen Tv. There is also A full pull out couch (new couch bought 3/9/22) in the Florida room(living room area) with AC and a flat screen TV. 4 ACs units total. New bikes - Two 3/17/22The decoration in all the rooms make it known your home but the feel of paradise. The Florida room has a 4 person dining area. The kitchen has a Microwave,Stove/Oven, Keurig/ Coffee Maker,Fridge,Toaster. Unfortunately the only is no dish washer. There is a picnic table out front to enjoy your morning coffee. The back yard is waterfront with easy access to cut your fish and wash your boat off, outside lighting,power washer,along with a gas grill to enjoying spending extra time outside while making
Cudjoe Key, Florida
Pelican's Paradise - Unit 507 Venture Out 1 Bedroom/1 Bath Canal Front Home
Located in Cudjoe Key, Florida, United States. Pelican's Paradise - Unit 507 Venture Out 1 Bedroom/1 Bath Canal Front Home Escape to Pelican's Paradise, a charming one-bedroom, one-bath cottage nestled in the private, gated community of Venture Out on beautiful Cudjoe Key. This idyllic vacation rental has undergone a complete renovation, boasting a stunning kitchen adorned with granite countertops and bar top seating, as well as a spacious dining area for four.Boasting a 35-foot concrete dock, Pelican's Paradise is a boater's dream, offering 2 single sit-on-top kayaks & a two person Hobie Cat kayak for guests and easy access to the open water via a serene canal. Within the exclusive Venture Out community, guests can indulge in a plethora of amenities, including a heated pool, a soothing hot tub, tennis court, basketball court, pickleball, playground, on-site store and marina lounge, boat ramp, tiki huts and a swimming area right in the ocean!The thoughtfully designed living room features a convenient queen-size Murphy bed and a pri
Cudjoe Key, Florida
Springs Venture Out Dolphin House (#386) with beautiful open water views
Located in Cudjoe Key, Florida, United States. Springs Venture Out Dolphin House (#386) with beautiful open water views This Home has some of the absolute best views of the Ocean; sitting on your deck watching nature at its best. Our 35ft sea wall perfect for fishing or docking your boat.Easy access to either the Atlantic or the gulf; some of the best fishing or lobstering spots located in all of the Keys. Plus one of the most beautiful Light Houses located just a short Boat ride to a awesome light house with great snorkeling opportunities.Also some of best food located just around the corner(Square Grouper and Broil) are Great places to eat and just a short 23 mile drive to downtown Key West. Also have a Local Guide that lives in Venture out if need someone to give you a tour of our beautiful out Islands. (Times and Rates will apply)This Home has been recently been completely updated with a modern updates furniture and all the necessities, you would be looking for a 80 inch smart Tv, two single kayaks two stand up paddle boards a
Summerland Key, Florida
Sunny Hideaway - Venture Out Unit 276
Located in Summerland Key, Florida, United States. Sunny Hideaway - Venture Out Unit 276 Sunny Hideaway - Venture Out Unit 276This beautifully decorated home is located on the water and is located within walking distance to the pool and marina. Features 35' concrete seawall for docking a boat that equipped with heavy duty dock posts, cleats, swim ladder, whips and fish table and offers quick access to the open water! Main living area features an open floor plan with high ceilings throughout. Living room is surrounded by windows that overlook the water with sleeper sofa and large flat screen television. Kitchen offers full line of appliances with dining room that leads to the covered porch. Master bedroom queen bed features lots of closet storage, flat screen television and private full bathroom. Guest bedroom features a queen bed with closet storage and private entrance. Additional amenities include wireless internet, central air conditioning/heat, washer/dryer, ceiling fans, BBQ grill, dishwasher, microwave. Use of golf cart
Cudjoe Key, Florida
waterfront cottage near key west, sleeps 6
Located in Cudjoe Key, Florida, United States. waterfront cottage near key west, sleeps 6 This reimagined vintage style waterfront home is everything! With the ability to tie up to 17f boat right outside your door, you will be able to enjoy the many amenities of the home (kayaks, bikes, beach & snorkel gear, pickle ball, board games, wifi & roku) and of the community (Pools, spa, boat launch, sports courts, even a library and a general store!). You can use this magical location to launch all your Florida keys adventures! Canal patio for drinks? Lush screen porch for coffee? It's on!About this spaceThis reimagined vintage style waterfront home is everything! With the ability to tie up to 17f boat right outside your door, you will be able to enjoy the many amenities of the home (kayaks, bikes, beach & snorkel gear, pickle ball, board games, wifi & roku) and of the community (Pools, spa, boat launch, sports courts, even a library and a general store!). You can use this magical location to launch all your Florida keys adventures! Canal
Cudjoe Key, Florida
Rise-N-Shine with spectacular sunrise views!
Located in Cudjoe Key, Florida, United States. Rise-N-Shine with spectacular sunrise views! Perfect spot for fishing, lobstering, and snorkeling with a spectacular sunrise view! There is room to park one vehicle, but we do have a free overflow lot if you need it. Community amenities include tennis, pickle ball, bocce ball, heated pool, hot tub, designated swim area in the cove, pool table, ping pong, and darts. We will also have boat bumpers installed all along the concrete dock that will accommodate a 40' boat. See our other listings that we have managed over the years with 100's of reviews. Get 100% money back if your rental is in the projection cone of a named hurricane.
Cudjoe Key, Florida
430 Empty RV Lot with 35' Seawall
Located in Cudjoe Key, Florida, United States. 430 Empty RV Lot with 35' Seawall Great Empty Waterfront RV Lot just waiting for you to come visit the beautiful Florida Keys. Private 35-foot seawall, access to both the Atlantic Ocean and the Gulf of Mexico and the added bonus of all that Venture Out gated community has to offer. Bring your RV, your swimsuits and your boat/boating gear and have an amazing family vacation! Venture Out is an individual owned residential condominium community with 24-hr gated security and only 19 miles from Key West. Venture Out has 4 miles of paved secured streets to walk or bike. Amenities include heated pool, hot tub, marina, boat launch, convenient store, tennis, pickleball, bocce, basketball, playground, fun activities and more! Close to restaurants, shopping, parks and local events, this property has something for everyone! ➢ Only commercially manufactured RVs having a current license/registration, in good condition, good appearance, and is self-contained with full hook ups (water, sewer, electric
Cudjoe Key, Florida
Waterfront 80' heated pool hottub Gorgeous views 20 mins to Key West & Marathon
Located in Cudjoe Key, Florida, United States. Waterfront 80' heated pool hottub Gorgeous views 20 mins to Key West & Marathon This Lobstering paradise is just 2 houses down from open water on a deep 60 foot wide canal, gorgeous open water views, direct access to the Atlantic and the Gulf via Kemp channel, 35' concrete dock/seawall with a fish cleaning station. We are one of only a handful of houses in Venture Out that is secluded with no neighbors directly across the canal. Tropical fish viewing at the seawall and you never know when you will see a manatee swimming by. Fishing for mangrove snapper is also easy from the seawall. Beautiful views of the open water from the living room, dining room, perfect location to tie up your boat. This is a fully furnished 2-bedroom 2 bath home with spectacular sunrise and sunset views. The master bedroom has a king size bed, the second bedroom has a queen bed. New in 2023, a 3 zone mini split A/C and heat, overhead ceiling fans, full kitchen with microwave, washer/dryer, 42" high def flat scr
Cudjoe Key, Florida
Paradise Escape! - VO466 35' Dockage!
Located in Cudjoe Key, Florida, United States. Paradise Escape! - VO466 35' Dockage! VO466Paradise Escape!Perfect Location 35' Dockage!It's a wonderful time to enjoy Paradise! Enjoy endless expansive water views (from sunrise to sunset) looking down a wide Y-shaped sparkling blue canal to open water! 35' concrete seawall, perfect for avid boater, open concrete deck as a great gathering spot, swim or fish right off the dock! Dock amenities include fish cleaning table, cleats, swim ladder, dock posts, and storage access with bait freezer. Quick ocean side access to gulf and ocean, near Looe Key Reef. Main living room overlooking water with two sliders off open porch to bring the outdoors in. Large master suite with queen size bed with full bathroom and lots of closet storage and stack washer/dryer. Guest bedroom queen bed, with accordion door to separate living room, and offers closet storage and bathroom with stand up shower plus private entrance. Amenities include central air conditioning, ceiling fans, tile floor, gas gri
Cudjoe Key, Florida
Tree Top Paradise
Located in Cudjoe Key, Florida, United States. Tree Top Paradise On 7/6/24 I have bought a new oven, microwave, dishwasher, washer and dryer and barbeque to make your vacation very comfortable.Unit #179 - At the “Tree Top Paradise” we have spared no expense to make sure your vacation is not just a vacation but an experience of your life with a peak a boo view of the canal. This home is a fantastic 2 bedrooms (Queen beds) and 2 baths. You have a large lovely screened in porch with comfy furniture to enjoy your morning coffee. A bright open concept kitchen is fully stocked with pots, pans, dishes, etc. Open concept allows you to socialize with those in the living room and dining room while preparing your fresh caught fish. The living room has a sleeper sofa and a new 55-inch flat screen crystal smart tv. The cable/internet is Xfinity Comcast Cable with, Movie channels, News channels. Watching the big game has never been better. There is also a work station with a 27 inch screen that your lap top can connect to if you had to do some
Cudjoe Key, Florida
Crab Shack
Located in Cudjoe Key, Florida, United States. Crab Shack This cozy home on Cudjoe is exactly what you are looking for if you want good boating. The canal it is on opens up to Kemp Channel, with direct access to either the Gulf or Atlantic. Choose backwater shallows or open ocean, it's all there for you. Perfect for a small family or two couples, with a king-sized bed in the master bedroom and a queen in the second bedroom, this home also has all the amenities needed for a great vacation. The comfortable kitchen also includes a dishwasher and toaster oven. Key West, with its great shopping and dining, is only 20 minutes away. This is a designated non-smoking home. THIS HOME IS A 28-DAY MINIMUM RENTAL PER MONROE COUNTY CODE.
Cudjoe Key, Florida
Dock, Htd 80' Pool, Deep Channel, 15 Min To Key West
Located in Cudjoe Key, Florida, United States. Dock, Htd 80' Pool, Deep Channel, 15 Min To Key West Wonderful, oceanfront, two bedroom, two bath, bungalow home is just ten feet from the open water ...incredible views. Located on the open water, with a 52' concrete dock/seawall complete with dock posts and fishing table - perfect for cleaning that 'catch of the day', and grilling it up for dinner. Beautiful views of the open water from the living room, dining room and kitchen.- perfect location for your boat or you can rent one nearby. Lovely decor with Claire Murray rugs, Laura Ashley king quilts and Spencer & Spencer pottery on the walls. Recreation center with billiards, darts, and ping pong. Post Office and a Library 24 Hour Gated Security. Well decorated with Claire Murray comforters and throw rugs with lots of hand made Spencer & Spencer pottery on the walls. 40' screened TV. We have not overlooked any utensil in the kitchen and of course a sturdy blender for tropical drinks!Gated private community with 80 foot heated sh
Cudjoe Key, Florida
Endless Ocean Views - RV589
Located in Cudjoe Key, Florida, United States. Endless Ocean Views - RV589 RV589Endless Ocean Views! 64' Dockage Slice of Paradise!Panoramic Ocean Views from this fantastic location, perfect for the avid boater, this one-of-a-kind piece of paradise offers 64' concrete seawall equipped with dock posts, cleats for docking a boat. Additional amenities include outdoor shower and picnic table. Please call the office for lock combo for shower. Hook up for utilities are both sides of the property, so you can pull in or back into the lot. Largest lot in Venture Out! Private and peaceful location on quite col-de-sac. Two Pets Are Allowed, Must Comply With Venture Out Pet Rules and Regulations. SECURITY DEPOSIT REQUIRED, 7 DAY MINIMUM LOBSTER SEASON,FREE WIFI IN THE REC HALL,WE RECOMMEND YOU BRING YOUR SATELLITE DISH,OVERFLOW PARKING IS NOT GUARANTEED. IT IS A FIRST COME, FIRST SERVE LOT AND CANNOT BE RESERVED AHEAD OF TIME.VO REGISTRATION FEE $125..DUE UPON ARRIVAL CASH OR CREDIT CARD ONLY PAID DIRECTLY TO VENTURE OUT WHEN YOU ARRIVE.
Summerland Key, Florida
Stylish & Modern Summerland Key Private Retreat!
Located in Summerland Key, Florida, United States. Stylish & Modern Summerland Key Private Retreat! Discover the very best of the Florida Keys from the comfort & convenience of this upgraded waterfront retreat! Perfectly situated on beautiful Cudjoe Bay just 30 minutes to Key West, enjoy lively nightlife, stunning beaches, historic sites & pastel conch-style architecture simply a short drive away. Visit Hemingway Home & Museum, Duval Street, Fort Zachary Taylor, Bahia State Park, Smathers Beach & more! The perfect spot for family & friends, you will love this private getaway on Summerland Key!Recently upgraded and beautifully furnished throughout, this spacious and private three-bedroom home features an open floor plan with a modern kitchen, counter-height seating, dedicated workspace, and a living room with 42” HDTV.Fully appointed kitchen with stainless steel appliances, including stove, oven, refrigerator, dishwasher, and microwave. Bedrooms are comfortably furnished with fresh crisp new linens, pillows, and bed coverings. Master be
Pensacola, Oklahoma
Downtown modern cottage with backyard firepit walkable to restaurants/brewery
Located in Pensacola, Oklahoma, United States. Downtown modern cottage with backyard firepit walkable to restaurants/brewery When you stay with us, you will find that Auer House is a modern home close to everything you need. It’s cozy, super clean, and has a hardwired workspace. Every room has a closet, smart TV, ceiling fan and overhead lighting. The fenced-in backyard includes Adirondack chairs and fire pit as well as a patio area. Auer House is less than 1.5 miles from the heart of downtown Pensacola, 20 minutes from the these most beautiful beaches, and 15 minutes from NAS Pensacola. We have restaurants and a brewery within walking distance. Sanders Beach is a quick 7 minute drive away. You'll also find a newly built dog park just across the street adjacent to a park for everyone else! Each bedroom has its own closet, blackout shades, and memory foam mattresses for a great night's sleep. We have a kitchen stocked fully with all the tools you need to fix a quick breakfast or gourmet meal! A separate living space offers a workspa
Pensacola, Oklahoma
Clean and Central to Everything!
Located in Pensacola, Oklahoma, United States. Clean and Central to Everything! Enjoy easy access to everything from this central location. Just minutes away from downtown, restaurants, bars, breweries, & shopping. Boat access just blocks away. Central location between Gulf Breeze/Pensacola Beach and Orange Beach/Gulf Shores. Easy keyless entry for self check in. Free Wifi, laundry, and other amenities available on site. 15min - Gulf Breeze20min - Pensacola Beach30min - Johnson Beach30min - Perdido Beach40min - Orange Beach50min - Gulf Shores
Pensacola, Oklahoma
🌟Downtown Pensacola Getaway!🌟 Fenced in yard for fur babies!
Located in Pensacola, Oklahoma, United States. 🌟Downtown Pensacola Getaway!🌟 Fenced in yard for fur babies! Enjoy a comfy retreat in this updated and charming 80 year old home in downtown Pensacola. During your stay you’ll be only minutes away from downtown, boat launches, Sanders Beach, and a short 25 minute drive to Pensacola Beach. You will find all the amenities you need and more including a designated workspace, snazzy electric fireplace, jacuzzi bathtub, modern kitchen, and space to park your boat! Enjoy all that Pensacola has to offer in this one of a kind home. We can’t wait to be your hosts!
Pensacola, Oklahoma
Tastefully Decorated |Fenced Yard |Fire Pit |Parking |Edge of Downtown Pensacola|10 Min to N.A.S.
Located in Pensacola, Oklahoma, United States. Tastefully Decorated |Fenced Yard |Fire Pit |Parking |Edge of Downtown Pensacola|10 Min to N.A.S. Welcome to the Lone Oak House!This gorgeous brand new home on the edge of downtown is the perfect spot for family and friends who want to experience all that Pensacola has to offer. This conveniently located home is a short ride to some of Pensacola's best restaurants, shops, and breweries. With 3 bedrooms and 2.5 baths, it has room for your whole crew. The huge backyard and multiple covered porches are perfect for morning coffees or afternoon cocktails. The full kitchen is a chef's dream and the outdoor grill is ready for afternoon BBQs. Roast marshmallows on the fire pit near the huge old oak tree. Make family memories here that will last a lifetime. This home is fully equipped and ready for your next getaway to beautiful Pensacola. We look forward to seeing you soon!New construction and tastefully decorated3 BR / 2.5 BA / Sleeps 8Great for business travelers! Discounts available for wee
Pensacola, Oklahoma
Insta-Worthy Newly Renovated in Heart of DT Pcola
Located in Pensacola, Oklahoma, United States. Insta-Worthy Newly Renovated in Heart of DT Pcola Welcome to The Casa Seville. Coming for work, to visit family, or moving to the area? You'll have ENTIRE HOUSE to yourself!This 3 bedroom, 1 bath home was just completely renovated and updated into a relaxing, coastal retreat. It's only a 3 minute drive to Palafox Street, where you'll find abundant restaurants, bars, shops, museums, and art galleries. From there, enjoy a short drive over the bay bridge to access beautiful Pensacola Beach. We routinely clean thoroughly. No pets! Must be 25 YRS or older to book
Pensacola, Oklahoma
Walk to downtown + seafood market. *Bay views*
Located in Pensacola, Oklahoma, United States. Walk to downtown + seafood market. *Bay views* Bright & spacious new home located in thriving downtown Pensacola, Florida.Enjoy 3 master suits each with private full bathroom and luxury Tuft & Needle mattressesThe couch transitions to a bed for an extra guest. Easy 10-20 min walk to everything in downtown! 15-20 min drive to Pensacola Beach or catch the seasonal ferry that leaves from downtown. Double balcony with partial bay views. Great place to watch the Blue Angels zip by or fireworks from the Blue Wahoos stadium. Directly across from world famous Joe Patti’s Seafood.Perfect for families or couples! Each bedroom is private and has its own attached bathroom. The couch transitions to a bed for an extra guest. This beautiful new house (2022) is designed in New Orleans style architecture.There a private balcony off the master suite with partial bay views.-High speed internet-65 inch smart TV that is capable with Netflix, Hulu, Etc (just use your log in.)-“Everyone” brand lavender & alo
Pensacola, Oklahoma
Downtown! Modern Interior! Sweet on Strong - B
Located in Pensacola, Oklahoma, United States. Downtown! Modern Interior! Sweet on Strong - B Summary:Sweet on Strong Street - Unit B is centrally located with easy access to everything Pensacola has to offer! This 1 bedroom, 1 bathroom property is less than a mile from downtown and is a short drive to the Pensacola International Airport and Naval Air Station Pensacola. It is the perfect location for anyone looking to go out and explore!The Space:Guests will enter through the door located on the front porch. Once inside, you will be welcomed to our open concept living room and kitchen. You will find everything you need, a full kitchen, queen sleeper sofa, and large SmartTV. Our kitchen comes with everything you need to make dining-in a breeze. Just off the kitchen you will find the bathroom, it has a beautiful clawfoot tub! Our generously sized bedroom comes fitted with a very comfortable queen size bed, it's the perfect spot to rest at the end of the day.We hope you find some time to sit outside and enjoy the front porch, it's a
Pensacola, Oklahoma
Practically Perfect Place in Every Way
Located in Pensacola, Oklahoma, United States. Practically Perfect Place in Every Way Perfect home away from home located in Sanders Beach 1/4 of a mile heart of downtown Pensacola, 2 miles away from NAS Pensacola (home of the Blue Angels) and just 7 miles away from Pensacola Beach and its legendary white sands beaches... The home comes equipped with a full kitchen, comfy beds, smart TV's in each room with Netflix, Hulu, Prime, Peacock along with many other streaming options as well as board games for family fun...You will be sure to enjoy your time in Pensacola at Practically Perfect Place!!!
Cudjoe Key, Florida
Relaxing Home in gated community
Located in Cudjoe Key, Florida, United States. Relaxing Home in gated community This 2 bedroom, one bath home is located in Venture Out on Cudjoe Key, FL. 23 miles outside of Key West!. Venture Out is a gated community that features, community pool, hot tub, tennis courts, basketball court, a private ramp, unit is 85 yards from ramp, easy for lunching kayaks. This unit was built in 2017. There is a dishwasher, grill, TV and free WIFI. The unit includes 2 adult bikes, 2 person Kayak and Paddle board at no extra charge. ATTENTION: The community charges a security/registration fee upon arrival to the renter. The fee will be $116.28 plus $8.72 in tax. This fee is not included in your reservation. Also, there are fees for more than one car or trailer storage. Overflow parking is first come, first served basis.
$194
/ night
Cudjoe Key, Florida
COCONUT TELEGRAPH ~ Waterfront 2 BR/2Ba in Cudjoe Key w/ Dockage & Parking!
Located in Cudjoe Key, Florida, United States. COCONUT TELEGRAPH ~ Waterfront 2 BR/2Ba in Cudjoe Key w/ Dockage & Parking! CUDJOE CUTIE WITH AMENITIES GALORE…Sweeping views of the dazzling turquoise waters of the Florida Keys will ignite your island soul and pull you away from reality. Come home to this 2 bedroom 2 bath gem that is sure to delight you and your loved ones with endless hours under the sultry island breezes and calming southernmost waters. Located in the Venture Out Resort in Cudjoe Key, you will enjoy all the amenities, such as a heated 80 ft. pool and swimming lagoon with large hot tub, tennis courts, basketball courts, marina, convenience market with fuel on site as well as two double wide boat ramps, a recreation center, patrolled security and so much more!***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGEDETAILS AND AMENITIES…You are truly immersed in and surrounded by exquisite tropical waters in this quintessential Lower Keys abode. Enter this new home with its airy 9 ft. ceilings and every modern finish to brin
$197
/ night
Cudjoe Key, Florida
Fishermen’s Paradise 🎣
Located in Cudjoe Key, Florida, United States. Fishermen’s Paradise 🎣 This is a water lover or a Fisherman’s Paradise. This waterfront home can sleep 6. The house is fully furnished with a colorful island vibe Modern 2 bedroom & 1 bathroom.There is a queen bed in the master bedroom along with AC & a flat screen TV. A full bed in second bedroom with AC & flat screen Tv. There is also A full pull out couch (new couch bought 3/9/22) in the Florida room(living room area) with AC and a flat screen TV. 4 ACs units total. New bikes - Two 3/17/22The decoration in all the rooms make it known your home but the feel of paradise. The Florida room has a 4 person dining area. The kitchen has a Microwave,Stove/Oven, Keurig/ Coffee Maker,Fridge,Toaster. Unfortunately the only is no dish washer. There is a picnic table out front to enjoy your morning coffee. The back yard is waterfront with easy access to cut your fish and wash your boat off, outside lighting,power washer,along with a gas grill to enjoying spending extra time outside while making
$184
/ night
Cudjoe Key, Florida
Pelican's Paradise - Unit 507 Venture Out 1 Bedroom/1 Bath Canal Front Home
Located in Cudjoe Key, Florida, United States. Pelican's Paradise - Unit 507 Venture Out 1 Bedroom/1 Bath Canal Front Home Escape to Pelican's Paradise, a charming one-bedroom, one-bath cottage nestled in the private, gated community of Venture Out on beautiful Cudjoe Key. This idyllic vacation rental has undergone a complete renovation, boasting a stunning kitchen adorned with granite countertops and bar top seating, as well as a spacious dining area for four.Boasting a 35-foot concrete dock, Pelican's Paradise is a boater's dream, offering 2 single sit-on-top kayaks & a two person Hobie Cat kayak for guests and easy access to the open water via a serene canal. Within the exclusive Venture Out community, guests can indulge in a plethora of amenities, including a heated pool, a soothing hot tub, tennis court, basketball court, pickleball, playground, on-site store and marina lounge, boat ramp, tiki huts and a swimming area right in the ocean!The thoughtfully designed living room features a convenient queen-size Murphy bed and a pri
$160
/ night
Cudjoe Key, Florida
Springs Venture Out Dolphin House (#386) with beautiful open water views
Located in Cudjoe Key, Florida, United States. Springs Venture Out Dolphin House (#386) with beautiful open water views This Home has some of the absolute best views of the Ocean; sitting on your deck watching nature at its best. Our 35ft sea wall perfect for fishing or docking your boat.Easy access to either the Atlantic or the gulf; some of the best fishing or lobstering spots located in all of the Keys. Plus one of the most beautiful Light Houses located just a short Boat ride to a awesome light house with great snorkeling opportunities.Also some of best food located just around the corner(Square Grouper and Broil) are Great places to eat and just a short 23 mile drive to downtown Key West. Also have a Local Guide that lives in Venture out if need someone to give you a tour of our beautiful out Islands. (Times and Rates will apply)This Home has been recently been completely updated with a modern updates furniture and all the necessities, you would be looking for a 80 inch smart Tv, two single kayaks two stand up paddle boards a
$236
/ night
Summerland Key, Florida
Sunny Hideaway - Venture Out Unit 276
Located in Summerland Key, Florida, United States. Sunny Hideaway - Venture Out Unit 276 Sunny Hideaway - Venture Out Unit 276This beautifully decorated home is located on the water and is located within walking distance to the pool and marina. Features 35' concrete seawall for docking a boat that equipped with heavy duty dock posts, cleats, swim ladder, whips and fish table and offers quick access to the open water! Main living area features an open floor plan with high ceilings throughout. Living room is surrounded by windows that overlook the water with sleeper sofa and large flat screen television. Kitchen offers full line of appliances with dining room that leads to the covered porch. Master bedroom queen bed features lots of closet storage, flat screen television and private full bathroom. Guest bedroom features a queen bed with closet storage and private entrance. Additional amenities include wireless internet, central air conditioning/heat, washer/dryer, ceiling fans, BBQ grill, dishwasher, microwave. Use of golf cart
$249
/ night
Cudjoe Key, Florida
waterfront cottage near key west, sleeps 6
Located in Cudjoe Key, Florida, United States. waterfront cottage near key west, sleeps 6 This reimagined vintage style waterfront home is everything! With the ability to tie up to 17f boat right outside your door, you will be able to enjoy the many amenities of the home (kayaks, bikes, beach & snorkel gear, pickle ball, board games, wifi & roku) and of the community (Pools, spa, boat launch, sports courts, even a library and a general store!). You can use this magical location to launch all your Florida keys adventures! Canal patio for drinks? Lush screen porch for coffee? It's on!About this spaceThis reimagined vintage style waterfront home is everything! With the ability to tie up to 17f boat right outside your door, you will be able to enjoy the many amenities of the home (kayaks, bikes, beach & snorkel gear, pickle ball, board games, wifi & roku) and of the community (Pools, spa, boat launch, sports courts, even a library and a general store!). You can use this magical location to launch all your Florida keys adventures! Canal
$180
/ night
Cudjoe Key, Florida
Rise-N-Shine with spectacular sunrise views!
Located in Cudjoe Key, Florida, United States. Rise-N-Shine with spectacular sunrise views! Perfect spot for fishing, lobstering, and snorkeling with a spectacular sunrise view! There is room to park one vehicle, but we do have a free overflow lot if you need it. Community amenities include tennis, pickle ball, bocce ball, heated pool, hot tub, designated swim area in the cove, pool table, ping pong, and darts. We will also have boat bumpers installed all along the concrete dock that will accommodate a 40' boat. See our other listings that we have managed over the years with 100's of reviews. Get 100% money back if your rental is in the projection cone of a named hurricane.
$229
/ night
Cudjoe Key, Florida
430 Empty RV Lot with 35' Seawall
Located in Cudjoe Key, Florida, United States. 430 Empty RV Lot with 35' Seawall Great Empty Waterfront RV Lot just waiting for you to come visit the beautiful Florida Keys. Private 35-foot seawall, access to both the Atlantic Ocean and the Gulf of Mexico and the added bonus of all that Venture Out gated community has to offer. Bring your RV, your swimsuits and your boat/boating gear and have an amazing family vacation! Venture Out is an individual owned residential condominium community with 24-hr gated security and only 19 miles from Key West. Venture Out has 4 miles of paved secured streets to walk or bike. Amenities include heated pool, hot tub, marina, boat launch, convenient store, tennis, pickleball, bocce, basketball, playground, fun activities and more! Close to restaurants, shopping, parks and local events, this property has something for everyone! ➢ Only commercially manufactured RVs having a current license/registration, in good condition, good appearance, and is self-contained with full hook ups (water, sewer, electric
$73
/ night
Cudjoe Key, Florida
Waterfront 80' heated pool hottub Gorgeous views 20 mins to Key West & Marathon
Located in Cudjoe Key, Florida, United States. Waterfront 80' heated pool hottub Gorgeous views 20 mins to Key West & Marathon This Lobstering paradise is just 2 houses down from open water on a deep 60 foot wide canal, gorgeous open water views, direct access to the Atlantic and the Gulf via Kemp channel, 35' concrete dock/seawall with a fish cleaning station. We are one of only a handful of houses in Venture Out that is secluded with no neighbors directly across the canal. Tropical fish viewing at the seawall and you never know when you will see a manatee swimming by. Fishing for mangrove snapper is also easy from the seawall. Beautiful views of the open water from the living room, dining room, perfect location to tie up your boat. This is a fully furnished 2-bedroom 2 bath home with spectacular sunrise and sunset views. The master bedroom has a king size bed, the second bedroom has a queen bed. New in 2023, a 3 zone mini split A/C and heat, overhead ceiling fans, full kitchen with microwave, washer/dryer, 42" high def flat scr
$156
/ night
Cudjoe Key, Florida
Paradise Escape! - VO466 35' Dockage!
Located in Cudjoe Key, Florida, United States. Paradise Escape! - VO466 35' Dockage! VO466Paradise Escape!Perfect Location 35' Dockage!It's a wonderful time to enjoy Paradise! Enjoy endless expansive water views (from sunrise to sunset) looking down a wide Y-shaped sparkling blue canal to open water! 35' concrete seawall, perfect for avid boater, open concrete deck as a great gathering spot, swim or fish right off the dock! Dock amenities include fish cleaning table, cleats, swim ladder, dock posts, and storage access with bait freezer. Quick ocean side access to gulf and ocean, near Looe Key Reef. Main living room overlooking water with two sliders off open porch to bring the outdoors in. Large master suite with queen size bed with full bathroom and lots of closet storage and stack washer/dryer. Guest bedroom queen bed, with accordion door to separate living room, and offers closet storage and bathroom with stand up shower plus private entrance. Amenities include central air conditioning, ceiling fans, tile floor, gas gri
$201
/ night
Cudjoe Key, Florida
Tree Top Paradise
Located in Cudjoe Key, Florida, United States. Tree Top Paradise On 7/6/24 I have bought a new oven, microwave, dishwasher, washer and dryer and barbeque to make your vacation very comfortable.Unit #179 - At the “Tree Top Paradise” we have spared no expense to make sure your vacation is not just a vacation but an experience of your life with a peak a boo view of the canal. This home is a fantastic 2 bedrooms (Queen beds) and 2 baths. You have a large lovely screened in porch with comfy furniture to enjoy your morning coffee. A bright open concept kitchen is fully stocked with pots, pans, dishes, etc. Open concept allows you to socialize with those in the living room and dining room while preparing your fresh caught fish. The living room has a sleeper sofa and a new 55-inch flat screen crystal smart tv. The cable/internet is Xfinity Comcast Cable with, Movie channels, News channels. Watching the big game has never been better. There is also a work station with a 27 inch screen that your lap top can connect to if you had to do some
$208
/ night
Cudjoe Key, Florida
Crab Shack
Located in Cudjoe Key, Florida, United States. Crab Shack This cozy home on Cudjoe is exactly what you are looking for if you want good boating. The canal it is on opens up to Kemp Channel, with direct access to either the Gulf or Atlantic. Choose backwater shallows or open ocean, it's all there for you. Perfect for a small family or two couples, with a king-sized bed in the master bedroom and a queen in the second bedroom, this home also has all the amenities needed for a great vacation. The comfortable kitchen also includes a dishwasher and toaster oven. Key West, with its great shopping and dining, is only 20 minutes away. This is a designated non-smoking home. THIS HOME IS A 28-DAY MINIMUM RENTAL PER MONROE COUNTY CODE.
$153
/ night
Cudjoe Key, Florida
Dock, Htd 80' Pool, Deep Channel, 15 Min To Key West
Located in Cudjoe Key, Florida, United States. Dock, Htd 80' Pool, Deep Channel, 15 Min To Key West Wonderful, oceanfront, two bedroom, two bath, bungalow home is just ten feet from the open water ...incredible views. Located on the open water, with a 52' concrete dock/seawall complete with dock posts and fishing table - perfect for cleaning that 'catch of the day', and grilling it up for dinner. Beautiful views of the open water from the living room, dining room and kitchen.- perfect location for your boat or you can rent one nearby. Lovely decor with Claire Murray rugs, Laura Ashley king quilts and Spencer & Spencer pottery on the walls. Recreation center with billiards, darts, and ping pong. Post Office and a Library 24 Hour Gated Security. Well decorated with Claire Murray comforters and throw rugs with lots of hand made Spencer & Spencer pottery on the walls. 40' screened TV. We have not overlooked any utensil in the kitchen and of course a sturdy blender for tropical drinks!Gated private community with 80 foot heated sh
$224
/ night
Cudjoe Key, Florida
Endless Ocean Views - RV589
Located in Cudjoe Key, Florida, United States. Endless Ocean Views - RV589 RV589Endless Ocean Views! 64' Dockage Slice of Paradise!Panoramic Ocean Views from this fantastic location, perfect for the avid boater, this one-of-a-kind piece of paradise offers 64' concrete seawall equipped with dock posts, cleats for docking a boat. Additional amenities include outdoor shower and picnic table. Please call the office for lock combo for shower. Hook up for utilities are both sides of the property, so you can pull in or back into the lot. Largest lot in Venture Out! Private and peaceful location on quite col-de-sac. Two Pets Are Allowed, Must Comply With Venture Out Pet Rules and Regulations. SECURITY DEPOSIT REQUIRED, 7 DAY MINIMUM LOBSTER SEASON,FREE WIFI IN THE REC HALL,WE RECOMMEND YOU BRING YOUR SATELLITE DISH,OVERFLOW PARKING IS NOT GUARANTEED. IT IS A FIRST COME, FIRST SERVE LOT AND CANNOT BE RESERVED AHEAD OF TIME.VO REGISTRATION FEE $125..DUE UPON ARRIVAL CASH OR CREDIT CARD ONLY PAID DIRECTLY TO VENTURE OUT WHEN YOU ARRIVE.
$150
/ night
Summerland Key, Florida
Stylish & Modern Summerland Key Private Retreat!
Located in Summerland Key, Florida, United States. Stylish & Modern Summerland Key Private Retreat! Discover the very best of the Florida Keys from the comfort & convenience of this upgraded waterfront retreat! Perfectly situated on beautiful Cudjoe Bay just 30 minutes to Key West, enjoy lively nightlife, stunning beaches, historic sites & pastel conch-style architecture simply a short drive away. Visit Hemingway Home & Museum, Duval Street, Fort Zachary Taylor, Bahia State Park, Smathers Beach & more! The perfect spot for family & friends, you will love this private getaway on Summerland Key!Recently upgraded and beautifully furnished throughout, this spacious and private three-bedroom home features an open floor plan with a modern kitchen, counter-height seating, dedicated workspace, and a living room with 42” HDTV.Fully appointed kitchen with stainless steel appliances, including stove, oven, refrigerator, dishwasher, and microwave. Bedrooms are comfortably furnished with fresh crisp new linens, pillows, and bed coverings. Master be
$159
/ night
Pensacola, Oklahoma
Downtown modern cottage with backyard firepit walkable to restaurants/brewery
Located in Pensacola, Oklahoma, United States. Downtown modern cottage with backyard firepit walkable to restaurants/brewery When you stay with us, you will find that Auer House is a modern home close to everything you need. It’s cozy, super clean, and has a hardwired workspace. Every room has a closet, smart TV, ceiling fan and overhead lighting. The fenced-in backyard includes Adirondack chairs and fire pit as well as a patio area. Auer House is less than 1.5 miles from the heart of downtown Pensacola, 20 minutes from the these most beautiful beaches, and 15 minutes from NAS Pensacola. We have restaurants and a brewery within walking distance. Sanders Beach is a quick 7 minute drive away. You'll also find a newly built dog park just across the street adjacent to a park for everyone else! Each bedroom has its own closet, blackout shades, and memory foam mattresses for a great night's sleep. We have a kitchen stocked fully with all the tools you need to fix a quick breakfast or gourmet meal! A separate living space offers a workspa
$113
/ night
Pensacola, Oklahoma
Clean and Central to Everything!
Located in Pensacola, Oklahoma, United States. Clean and Central to Everything! Enjoy easy access to everything from this central location. Just minutes away from downtown, restaurants, bars, breweries, & shopping. Boat access just blocks away. Central location between Gulf Breeze/Pensacola Beach and Orange Beach/Gulf Shores. Easy keyless entry for self check in. Free Wifi, laundry, and other amenities available on site. 15min - Gulf Breeze20min - Pensacola Beach30min - Johnson Beach30min - Perdido Beach40min - Orange Beach50min - Gulf Shores
$50
/ night
Pensacola, Oklahoma
🌟Downtown Pensacola Getaway!🌟 Fenced in yard for fur babies!
Located in Pensacola, Oklahoma, United States. 🌟Downtown Pensacola Getaway!🌟 Fenced in yard for fur babies! Enjoy a comfy retreat in this updated and charming 80 year old home in downtown Pensacola. During your stay you’ll be only minutes away from downtown, boat launches, Sanders Beach, and a short 25 minute drive to Pensacola Beach. You will find all the amenities you need and more including a designated workspace, snazzy electric fireplace, jacuzzi bathtub, modern kitchen, and space to park your boat! Enjoy all that Pensacola has to offer in this one of a kind home. We can’t wait to be your hosts!
$116
/ night
Pensacola, Oklahoma
Tastefully Decorated |Fenced Yard |Fire Pit |Parking |Edge of Downtown Pensacola|10 Min to N.A.S.
Located in Pensacola, Oklahoma, United States. Tastefully Decorated |Fenced Yard |Fire Pit |Parking |Edge of Downtown Pensacola|10 Min to N.A.S. Welcome to the Lone Oak House!This gorgeous brand new home on the edge of downtown is the perfect spot for family and friends who want to experience all that Pensacola has to offer. This conveniently located home is a short ride to some of Pensacola's best restaurants, shops, and breweries. With 3 bedrooms and 2.5 baths, it has room for your whole crew. The huge backyard and multiple covered porches are perfect for morning coffees or afternoon cocktails. The full kitchen is a chef's dream and the outdoor grill is ready for afternoon BBQs. Roast marshmallows on the fire pit near the huge old oak tree. Make family memories here that will last a lifetime. This home is fully equipped and ready for your next getaway to beautiful Pensacola. We look forward to seeing you soon!New construction and tastefully decorated3 BR / 2.5 BA / Sleeps 8Great for business travelers! Discounts available for wee
$92
/ night
Pensacola, Oklahoma
Insta-Worthy Newly Renovated in Heart of DT Pcola
Located in Pensacola, Oklahoma, United States. Insta-Worthy Newly Renovated in Heart of DT Pcola Welcome to The Casa Seville. Coming for work, to visit family, or moving to the area? You'll have ENTIRE HOUSE to yourself!This 3 bedroom, 1 bath home was just completely renovated and updated into a relaxing, coastal retreat. It's only a 3 minute drive to Palafox Street, where you'll find abundant restaurants, bars, shops, museums, and art galleries. From there, enjoy a short drive over the bay bridge to access beautiful Pensacola Beach. We routinely clean thoroughly. No pets! Must be 25 YRS or older to book
$86
/ night
Pensacola, Oklahoma
Walk to downtown + seafood market. *Bay views*
Located in Pensacola, Oklahoma, United States. Walk to downtown + seafood market. *Bay views* Bright & spacious new home located in thriving downtown Pensacola, Florida.Enjoy 3 master suits each with private full bathroom and luxury Tuft & Needle mattressesThe couch transitions to a bed for an extra guest. Easy 10-20 min walk to everything in downtown! 15-20 min drive to Pensacola Beach or catch the seasonal ferry that leaves from downtown. Double balcony with partial bay views. Great place to watch the Blue Angels zip by or fireworks from the Blue Wahoos stadium. Directly across from world famous Joe Patti’s Seafood.Perfect for families or couples! Each bedroom is private and has its own attached bathroom. The couch transitions to a bed for an extra guest. This beautiful new house (2022) is designed in New Orleans style architecture.There a private balcony off the master suite with partial bay views.-High speed internet-65 inch smart TV that is capable with Netflix, Hulu, Etc (just use your log in.)-“Everyone” brand lavender & alo
$109
/ night
Pensacola, Oklahoma
Downtown! Modern Interior! Sweet on Strong - B
Located in Pensacola, Oklahoma, United States. Downtown! Modern Interior! Sweet on Strong - B Summary:Sweet on Strong Street - Unit B is centrally located with easy access to everything Pensacola has to offer! This 1 bedroom, 1 bathroom property is less than a mile from downtown and is a short drive to the Pensacola International Airport and Naval Air Station Pensacola. It is the perfect location for anyone looking to go out and explore!The Space:Guests will enter through the door located on the front porch. Once inside, you will be welcomed to our open concept living room and kitchen. You will find everything you need, a full kitchen, queen sleeper sofa, and large SmartTV. Our kitchen comes with everything you need to make dining-in a breeze. Just off the kitchen you will find the bathroom, it has a beautiful clawfoot tub! Our generously sized bedroom comes fitted with a very comfortable queen size bed, it's the perfect spot to rest at the end of the day.We hope you find some time to sit outside and enjoy the front porch, it's a
$63
/ night
Pensacola, Oklahoma
Practically Perfect Place in Every Way
Located in Pensacola, Oklahoma, United States. Practically Perfect Place in Every Way Perfect home away from home located in Sanders Beach 1/4 of a mile heart of downtown Pensacola, 2 miles away from NAS Pensacola (home of the Blue Angels) and just 7 miles away from Pensacola Beach and its legendary white sands beaches... The home comes equipped with a full kitchen, comfy beds, smart TV's in each room with Netflix, Hulu, Prime, Peacock along with many other streaming options as well as board games for family fun...You will be sure to enjoy your time in Pensacola at Practically Perfect Place!!!
$95
/ night
Relaxing Home in gated community
Cudjoe Key, Florida
$194/night
COCONUT TELEGRAPH ~ Waterfront 2 BR/2Ba in Cudjoe Key w/ Dockage & Parking!
Cudjoe Key, Florida
$197/night
Fishermen’s Paradise 🎣
Cudjoe Key, Florida
$184/night
Pelican's Paradise - Unit 507 Venture Out 1 Bedroom/1 Bath Canal Front Home
Cudjoe Key, Florida
$160/night
Springs Venture Out Dolphin House (#386) with beautiful open water views
Cudjoe Key, Florida
$236/night
Sunny Hideaway - Venture Out Unit 276
Summerland Key, Florida
$249/night
waterfront cottage near key west, sleeps 6
Cudjoe Key, Florida
$180/night
Rise-N-Shine with spectacular sunrise views!
Cudjoe Key, Florida
$229/night
430 Empty RV Lot with 35' Seawall
Cudjoe Key, Florida
$73/night
Waterfront 80' heated pool hottub Gorgeous views 20 mins to Key West & Marathon
Cudjoe Key, Florida
$156/night
Paradise Escape! - VO466 35' Dockage!
Cudjoe Key, Florida
$201/night
Tree Top Paradise
Cudjoe Key, Florida
$208/night
Crab Shack
Cudjoe Key, Florida
$153/night
Dock, Htd 80' Pool, Deep Channel, 15 Min To Key West
Cudjoe Key, Florida
$224/night
Endless Ocean Views - RV589
Cudjoe Key, Florida
$150/night
Stylish & Modern Summerland Key Private Retreat!
Summerland Key, Florida
$159/night
Downtown modern cottage with backyard firepit walkable to restaurants/brewery
Pensacola, Oklahoma
$113/night
Clean and Central to Everything!
Pensacola, Oklahoma
$50/night
🌟Downtown Pensacola Getaway!🌟 Fenced in yard for fur babies!
Pensacola, Oklahoma
$116/night
Tastefully Decorated |Fenced Yard |Fire Pit |Parking |Edge of Downtown Pensacola|10 Min to N.A.S.
Pensacola, Oklahoma
$92/night
Insta-Worthy Newly Renovated in Heart of DT Pcola
Pensacola, Oklahoma
$86/night
Walk to downtown + seafood market. *Bay views*
Pensacola, Oklahoma
$109/night
Downtown! Modern Interior! Sweet on Strong - B
Pensacola, Oklahoma
$63/night
Practically Perfect Place in Every Way
Pensacola, Oklahoma
$95/night