72,107 properties available

Located in Cudjoe Key, Florida, United States. Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West You're in the tropics... listen to the waves, rest, relax or fish, kayak and snorkel, if you wish to lose a few pounds. Three bedroom, two bath home, with direct ocean access, boat parking at the back door. Sunrise view, ocean breezes. Fully furnished, linens, cable/internet. This home is on a compound, we also have several one bedroom units as well as 2 bedroom. The perfect spot for large groups! Square Grouper restaurant and bar in the is down the street. Lower Keys Shuttle to Key West just steps from the home. Come and stay with us, you're sure to have a wonderful vacation.

Located in Summerland Key, Florida, United States. PEACEFUL PARADISE DEEP WATER CANAL 5 MINUTES TO OCEAN Fishing and Lobster season Location Location Location! Welcome to our very special community Summerland Key. WSummerland is one of the best fishing locations as well as being 25 minutes to the heart of Key West and 20 minutes to Marathon. Summerland is a quaint community of walkers, bicyclists and be it water enthusiasts…With 70 feet or sea wall you can certainly bring one or two boats with you. If you enjoy sunsets , peace and quiet along with beauty this is the place for you!Peaceful Paradise house is completely remoulded to give our guests a coastal elegance with a simplistic peaceful design. The open concept makes for a wonderful entertaining space for the family. Coffee and wine bar adds to the warmth of this extended kitchen and dining experience. If you’re looking to upscale your Florida Keys experience from one month or a few months you have found your destination.

Located in Summerland Key, Florida, United States. Blue Pearl of Summerland Key 4 Bedrooms, 3 Baths with Dock, Heated Pool and Spa Welcome to this Florida Keys gem, The Blue Pearl. The Blue Pearl is a beautiful, updated waterfront home with pool in a quiet neighborhood on Summerland Key (mile marker 24). Your stay here will relieve you of stress and warm your soul. The beautiful tropical landscaping provides privacy and a soothing atmosphere for your island adventures. It has a great location and convenient to world famous ocean and back country fishing and diving spots such as Looe Key, American Shoal (lighthouse built in 1880), Content, Marvin, Snipe, and Sawyer Keys, restaurants and shopping. Some of the best boating in the Key can be found on Summerland Key. Key West is only minutes away and offer endless entertainment, activity attractions, and dining options. It’s time for your tropical vacation and this house and upscale location will assure your needs are met. This wonderfully furnished waterfront home is available for monthly

Located in Summerland, California, United States. Pet friendly amazing location in paradise This home is located in Cudjoe Gardens one house in from the open water. Large open floor plan to kitchen with large center island and tons of storage equipped with almost anything a chef could need. 2200 sq ft split floorplan home. Brand new floors throughout. 3 bedrooms 2 kings, 1 queen, 1 queen sleeper sofa and 1 regular sofa. Two full bathrooms. Full house generator, pool, large PVC deck and dock. Marina with gas, bait, supplies and boat ramp only 1 block away. Very clean home with sunset view. Brand new AC.

Located in Summerland Key, Florida, United States. WEEKLY Oceanfront Home-Pool, Dock-Available Weekly or Monthly. Large oceanfront home with breathtaking open water views! Seaclusion is a unique 3,000 square foot custom built home set on over an acre of tropical landscaping with a sparkling new heated pool on beautiful Summerland Key in the Lower Florida Keys. This house is permitted for weekly or monthly rental.(Weekly rental permits are rare in the Florida Keys!) Enjoy watching sunrise views over the open water of the Florida Keys. Our Non-Smoking home, Seaclusion, is comfortable and beautifully furnished for your stay. This three bedroom, two bath, uniquely designed home offers elegant living spaces including a palatial living area with carpet and tiled floors, a kitchen with Bosch appliances, and an open staircase leading to the master suite. Relax and enjoy the luxury, space, comfort, and beauty of Seaclusion's wide open living space where you'll find "vacationing is easy." The master bedroom is located on the third floor. Thi

Located in Gulf Breeze, Florida, United States. Beautiful Renovated Studio Close to Pensacola Beach Enjoy Pensacola Beach in this beautiful studio apartment with your pup. Only three miles to the Gulf of Mexico. Fully equipped kitchen with granite countertops, solid wood cabinets, stainless steel appliances with ice maker. The bathroom has granite with solid wood vanity and a tiled shower. A sectional sofa and 50 inch Smart TV and WIFI will insure a relaxed stay. There is a small table for dining or use as a desk. The private fenced yard is perfect for relaxing and for you and your pup. There is a high quality queen air mattress ,in addition to the queen bed, if traveling with three or four people.

Located in Gulf Breeze, Florida, United States. Private Pool |Gulf Breeze Proper Home |Pet Friendly |Close to Pensacola Beach |King Master |Parking Welcome to Gulf Coast Paradise!In the heart of Gulf Breeze proper sits this amazing pool house with all of the amenities and feel of home. Bring the pets and enjoy being just a short 5-10 minute drive from gorgeous Pensacola Beach. Bring the boat and launch a half mile from the house at Shoreline Boat Ramp. There is plenty of driveway parking available for multiple vehicles and a boat trailer. The beautiful private pool is perfect for cooling off after long days at the beach. Inside, you'll find an open concept living room, kitchen, dining room, and breakfast nook. There is abundant natural light with views of the private back yard and pool. The kitchen has been completely updated with granite counters, stainless steel appliances, and new cabinets. It is fully equipped to handle all of your family's meals. The huge primary suite features a comfortable king bed and attached bath. Down the

Located in Gulf Breeze, Florida, United States. Single Family Home in Gulf Breeze Proper |Private Fenced Yard |Screened in Porch |Garage Parking Welcome to Gulf Breeze!Situated in the heart of Gulf Breeze, this home is just a short walk to Shoreline Park and Boat Ramp, and a quick drive over to the white sands of Pensacola Beach. This 4 bedroom single family home is a great option for your family's next trip to the Gulf Coast. There is room to spread out with over 1700 square feet and beds to comfortably accommodate 10. The split floor plan features a huge master suite on one end with access to the screened in porch, and 3 bedrooms on the other side with a large shared full bathroom. The spacious dining room and modernized, retro, fully equipped kitchen make family meals a breeze. The living room features floor to ceiling windows and a large smart TV. Outside you'll find a huge Florida room which is perfect for watching the kids play or catching up on a good book. The home sits on a large lot with a private, fully fenced back yard.

Located in Gulf Breeze, Florida, United States. BOOK 4 NIGHTS IN MARCH OR APRIL & GET THE 5TH NIGHT FREE! “You won’t find another place like this” The Salty Pelican is in an amazing quiet neighborhood with beautiful large trees, great paths for walking or taking a bike ride. You will love that you are just minutes to parks, the boat landing, Pensacola beach and our beautiful historical downtown Pensacola. After a fun day out, you can enjoy a private clean newly renovated home to call your own during your sunny Florida stay! The kitchen has top of the line appliances, great area in kitchen to have wine and laughs while preparing some of our Florida favorites. After dinner you will love the great entertainment room filled with games, and a large TV for movie nights. For your comfort each bedroom offers a queen-size bed and flat screen TV. Coming soon... outdoor patio area for relaxing and grilling! Professionally managed by Deja Blu Rentals...

Located in Gulf Breeze, Florida, United States. Dog-Friendly Home with Private Pool & High-Speed WiFi - Near Beach & Boat Launch Gulf Breeze ProperOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Full of comfortable corners inside and out, this home is ready to welcome groups and families ready to relax! The private pool at this home is perfect for cooling off on a sunny day, and the family dogs can enjoy the outdoor dog run. Enjoy fresh air in the screened-in porch, or enjoy central air conditioning inside the well-furnished living room.The desk workspace (which features a printer!) is perfect for people who need to finish up some remote work or schooling. The spacious kitchen includes full-size appliances, a prep island that doubles as a breakfast bar, and plenty of counter space for working away at your delicious projects. Helpful amenities like a private washer/dryer make this home an ideal family-friendly retreat on your next trip to Gulf Bre

Located in Gulf Breeze, Florida, United States. Great location and close to the beach and downtown! “You won’t find another place like this” The Fairpoint house is in an amazing quiet neighborhood with beautiful large trees, great paths for walking or taking a bike ride. You will love that you are just minutes to parks, the boat landing, Pensacola beach and our beautiful historical downtown Pensacola. After a fun day out, you can enjoy a private large home to call your own during your sunny Florida stay! The kitchen has all major appliances, great seating to have dinner or some wine and laughs while preparing some of our Florida favorites. After dinner you will love the great screened in patio room to kick back and relax.

Located in Gulf Breeze, Florida, United States. Luxe Private Beach Retreat Minutes to Pensacola! Discover the very best of Pensacola Beach from the comfort & convenience of this upgraded private retreat! Perfectly situated just minutes from the stunning turquoise waters of the Emerald Coast, enjoy relaxing beachside, the historic charm of Pensacola Village or the lively Pensacola Boardwalk simply a short drive away. Visit Navarre Beach, Fort Pickens, Opal Beach, Fort Walton, Destin, Perdido Key & more! The perfect place for family & friends, you will love this private oasis in Gulf Breeze!Recently upgraded and beautifully furnished throughout, this spacious and private four-bedroom home features an open floor plan with an upscale kitchen, counter-height seating, two dining areas, dedicated workspace, and a living room with 65” Smart TV.Fully appointed modern kitchen with stainless steel appliances, including stove, oven, refrigerator, dishwasher, and microwave. Bedrooms are comfortably furnished with fresh crisp new linens, pillows,

Located in Gulf Breeze, Florida, United States. Life's a Breeze! 🏖 Updated 3BR 5min to Pcola Beach Summary:Relax and Enjoy this charming, bright, spacious home in Gulf Breeze, Florida; the perfect vacation base for Pensacola area exploration! You'll have the entire home to yourselves: 3 bedrooms & 2 baths. The home can comfortably accommodate up to 8 adults. This is the perfect spot to access everything the area offers; near famous beaches, parks, shopping, & eating. It's sparkling clean and newly renovated! Perfect for families or friends who want all the amenities: where Life's a Breeze!The Space:Welcome to your Florida vacation destination! Only 2.5 MILES to the beautiful and famous PENSACOLA BEACH and 5 MILES to DOWNTOWN PENSACOLA!**Featuring NEW APPLIANCES, CABINETRY, FLOORING, and much more!This spacious home includes a large, airy Living Room, a bright Master Bedroom with a private en-suite Bath and two beautiful Guest Bedrooms with an additional Bath. It's a one-story home with hard floors throughout, making it very easy to

Located in Gulf Breeze, Florida, United States. Magnolia Breeze! Pet Friendly with Pool! Welcome to Magnolia Breeze! Located in a wonderful neighborhood in Gulf Breeze Proper. This large, cozy, family home is the perfect getaway with all the family including your fur friend. The open floor plan invites the whole family to gather for a meal and get cozy in the living room for movie night after a long day at the beach. The kitchen is fully stocked with all your kitchen essentials perfect for preparing any meals. The dining table can seat 8 comfortably and there is a breakfast bar with 4 bar stools. The master bedroom features a king sized bed with private access to the backyard. The master bathroom features a double vanity sink, a large, garden tub and walk in tiled shower. The guest rooms feature two twin beds and two queen beds. All guests room share a large bathroom with double vanity sink, large garden tub and walk in tiled shower. There is a large laundry room and full sized garage.This beautiful home offers a fenced in back yard

Located in Gulf Breeze, Florida, United States. ☀️Private Pool~Close to Beach~Sunroom~3BR You, Me, and the Sea Welcome to You, Me and The Sea: Welcome to You, Me and The Sea! Relax and unwind at this gorgeous, coastal home located in Gulf Breeze! This spacious home comes with a beautiful and well-equipped, full kitchen that will make preparing meals a snap! Offering a spacious king master suite with an en suite bathroom and two queen guest bedrooms with full bathroom in the hall for convenience, there's plenty of space for up to six guests. Head out to the backyard and cool off in your private pool or relax in the all-seasons furnished sun room where you can enjoy morning coffee or an evening cocktail. Fire up the grill for perfect summertime cookouts. With Pensacola Beach only a mere 3.8 miles away, you can take a walk on the world-famous white sand beaches and dip your toes in the crystal-clear emerald waters of the Gulf of Mexico! Come see why You, Me, and the Sea is sure to be your favorite vacation spot! * Amazing Private Pool

Located in Gulf Breeze, Florida, United States. Private guest apartment minutes from beach Private 1 bedroom, 1 full bath attached guest apartment in desirable Gulf Breeze proper. Sleeps 4 with queen sofa bed. Separate entrance, private parking. Fully stocked kitchen, washer/dryer, walk in closet. Safe neighborhood, police and fire station 2 blocks from the house. Boat/RV parking. Walking/biking distance to playgrounds, skate park, splash pad and tennis courts. 2 min drive to boat launch and dog park, 8 min to Pensacola Beach, and 10 min to historic downtown Pensacola. Pet friendly.

Located in Gulf Breeze, Florida, United States. Newly Remodeled Beautiful Beachfront Condo with Massive Balcony Regency Towers 703 West is a one bedroom, one bath condo on the 7th floor with a huge beach front balcony! Enjoy being steps from the soft sugar white sand and emerald green waters of the Gulf. This lovely property has tile flooring throughout and the furnishings are positioned to take full advantage of the beach views from the balcony. The bedroom has a king sized bed, a flatscreen tv and opens up to the expansive balcony. The fully equipped kitchen is updated with granite counter tops, stainless appliances and has an eat-in bar. Relax after a long day at the beach in front of the TV with a good movie or on the balcony listening to the waves. A stackable washer/dryer and WIFI complete this lovely condo. Make your next vacation memory at Regency Towers 703 West!Regency Towers is a gulf front complex with an East and a West tower. Surrounded by beach homes and low-density condos makes this complex a wonderful place to escap

Located in Orange Beach, Alabama, United States. Wind Drift 611 SW - Summer Gulf Getaway Welcome to Wind Drift 611SW! Guest must be at least 25 years of age to book.You will be so excited when you visit this beachfront getaway! It is a beautiful two-bedroom, two-bathroom condo on the beach that is right on the Gulf and has spectacular views! We are located in Orange Beach and on the 6th floor of the SW building. The unit is newly updated and has high-end furnishings throughout. The kitchen, dining, and living area offer a spacious environment with an open-concept design making this a great place to spend time with your family and friends. The color palette is done in soft white and pale grey, which helps make for a very relaxing space! We have made sure that the kitchen is fully stocked, including updated appliances, and has all that you need while on vacation. There are lovely views across the street of Ole River from the kitchen window, and lovely views of the Gulf from the Living room with floor to ceiling windows.You can dine at

Located in Orange Beach, Alabama, United States. Beachfront Condo w/ Gulf View, Balcony, WiFi, AC & Shared Pools/Tennis/Pier Lei Lani Tower 602Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Notice: Beginning in September, 2024, there will be ongoing construction at Lei Lani properties with an expected date of completion in July 2025. There will be no access to balconies at Lei Lani Tower during this time period and some inconvenience may be experienced due to outdoor furniture storage in the living space. Jack hammers and workers on scaffolding outside the building and on balconies will occur. There is the possibility that unscheduled access to the units may be required during certain phases. Some amenities may require temporary closure. Parking may also be adversely affected. Elevator service may be periodically interrupted during this time. Renovation schedule is estimated and may be affected by weather conditions or other elements outsid

Located in Pensacola Beach, Florida, United States. Pensacola Beach Resort Condo with Beach Access! Map out your Gulf Coast getaway to this top-notch 2-bedroom, 2.5-bathroom vacation rental located inside the pristine Portofino Island Resort! This family-oriented escape offers an updated interior, panoramic Gulf of Mexico views, cable TVs in each room, a private balcony, and access to all of the resort amenities (with an additional fee). Whether you're here to cast a line in the gulf, soak up the sun by one of the outdoor pools, or explore the island, this high-end resort condo has it all!-- THE PROPERTY --1,333 Sq Ft | Resort Amenities w/ Fee | Family Friendly | 180-Degree Gulf Views | Free WiFiDesigned for those looking to experience Pensacola Beach in style, this resort residence offers all the beach essentials, unbeatable views of the coast, and a prime location directly on the beach!Bedroom 1: King Bed | Bedroom 2: Queen Bed | Living Room: Queen Sleeper SofaPORTOFINO ISLAND RESORT (Addt'l Fees Paid on Arrival, Required): Outdoor po

Located in Pensacola Beach, Florida, United States. Coastal Condo - just steps to the white sand beach! Special rates apply! ***SPECIAL- Book for 2025 by end of year and receive additional 10% off rate. Special offers for monthly rates too. ***Beautifully Updated: Coastal cottage feel that is cozy and comfortable. You'll enjoy the easy access to the beach from this gulf side condo along with local flavor offering shopping, restaurants and outdoor activities.The condo overlooks the swimming pool and is a short walk to the beach. This two bedroom, one and a half bath condo also provides you with a view of the lagoon which runs through the property. The full bath offers a beautifully tiled stand up shower with glass door. The unit sleeps up to 6 comfortably and offers a king size bed in the master and two double beds in the second bedroom. You can enjoy the view of your choice, sunrises or sunsets. All with an enjoyable view of the ducks and swans from the condo balcony.You will be located on the first level above the covered park

Located in Pensacola Beach, Florida, United States. Charming Waterfront Condo with Shared Pool Baywatch A10Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy views of the lake and Little Sabine Bay at this quiet condo. The private balcony patio has room for everyone, plus a ceiling fan so everyone can feel at ease. Enjoy a view of the Gulf of Mexico from the front area! Central air conditioning will ensure that everyone will feel at ease in the family-friendly living room. Bedrooms are curated for comfort and ease after hitting the beach! The private washer/dryer will take care of your towels so you can relax. Cook up something delicious in the full kitchen, equipped with the tools you need to cook up your favorites while on vacation. Guests can enjoy the use of a shared pool during their stay.***Please Note: Due to damages from a tornado that came through our area, repairs to the outside buildings, carports and stairwells started in August of 20

Located in Pensacola Beach, Florida, United States. Regency Towers #203 East | Condo, Great Views! Regency Towers 203 East is a stunning vacation rental in Pensacola Beach! This one-bedroom condo is ideal for a romantic getaway or a weekend beach trip with up to four friends. With brand new updates from top to bottom, this remodeled space is ready to host you on your beach vacation. A private balcony with views of the Gulf of Mexico is the perfect place to relax and take in the beautiful scenery and gorgeous sunsets on the Gulf Coast. This spacious one bedroom offers a wonderful vacation experience and a great location on the beach.Regency Towers is a resort on Pensacola Beach that offers several amenities, including a community pool and tennis/pickleball courts. Spend the day at the resort and sunbathe by the community pool or relax on your private balcony.If you want to explore the area, you can rent wave-runners and spend the day on the water cruising along the coast, take a dolphin cruise on the Gulf, go fishing on the pier, or rela

Located in Pensacola Beach, Florida, United States. 2024 Dates now open! Emerald Isle, 5 star, Free Lazy Days beach chairs. Come to Pensacola Beach and enjoy your well- earned vacation in one of Pensacola Beach's best gulf front condominiums. Read our reviews to find out what makes our condo stand out above the rest. We have gone out of our way to ensure that you will have everything you could need for your stay and it is of utmost importance to us that you feel 100% happy with your choice to rent our property. As owners, and previous VRBO renters ourselves, we understand the desire to stay in a property that has been well cared for, well stocked, and is very clean, comfortable and un-cluttered. If cleanliness, quality furnishings, and extra amenities are important to you, then this is the condo for you! We feel confident that you will not be disappointed.Located in the heart of Pensacola Beach, you will enjoy the easy access of restaurants, live entertainment, shops, and the Pensacola Beach Pier. One of the best features of Eme