58,368 properties available

Located in Islamorada, Florida, United States. Relax in this gorgeous townhome while overlooking the sparkling Atlantic Ocean Windy Cove #2 - Relax in this great townhouse style condo, which overlooks the sparkling Atlantic Ocean. This condo features three bedrooms and two bathrooms, a balcony off the living room, a private balcony off the master bedroom, and the quaintness of only 4 other units in the complex. Enjoy a drink by the pool, soak up the sun on the beach under a palm tree, or wake up early to catch a sunrise from your own balcony overlooking the water. If booking more than a year in advance current prices may not reflect annual cost of living increase. Many of our guests' re-book the same property on an annual basis. No reservation is confirmed until you speak with us.

Located in Tavernier, Florida, United States. 5 Bedroom / 4 Bath Relaxed Plantation Key Resort Style Home with Pool & Dockage Greetings from Captain's Quarters! Located on Plantation Key (Mile Marker 90), this beautifully updated five bedroom and four bathroom canal-front home offers a resort-like experience.The main living area, located on the second floor, includes three bedrooms, two full bathrooms, comfortable open living space with a fully equipped kitchen. Guests can enjoy their meals while taking in the beautiful views from the screened porch, which overlooks a tranquil cove across the wide canal. On the lower level, there are two private suites, one apartment includes a queen bedroom and a full bathroom, while the other offers another queen size bed, pull-out sofa bed, bathroom, and a kitchenette. Outside, guests can relax and unwind in the fenced and gated turf yard, which features a spacious pool with a heater/chiller. The dock area includes a 15,000 lb boat lift, a floating dock for kayaks, and a built-in outdoor kitche

Located in Islamorada, Florida, United States. Beautiful Townhouse in the heart of the Florida Keys SNOW BIRD.. COME TO PARADISE. 2/2 with a Loft (can be a 3rd bedroom) beautifully located in the heart of the Florida Keys. Amazing sunset, great community pool and beach. Next to founders park with many amenities that can be used when staying at this home away from home. Boat access, slips and marina. Great pier for fishing and watching the best sunsets in the keys. Great family atmosphere with so many amazing restaurants to choose from. Ask owner for suggestions.

Located in Islamorada, Florida, United States. Charming and Cozy Townhouse in the Fl Keys with Pool and Beach Access Drive down south to enjoy the tranquil and beautiful Florida Keys. Enjoy a cozy and spacious townhome in the heart of Islamorada. Located within a gated community with 24 hr. security. Includes fully equipped kitchen w/ granite countertops, microwave and s/s appliances; With washer & dryer, plasma TV, electric outdoor grill, cable, and phone. Sleeps up to 8 - oversized master bedroom w/ one king bed, TV, walk-in closet and loft access with 2 twin beds. Second bedroom includes 2 double beds & balcony. Two pack-n-plays, baby tub, and portable high chair available. Outdoor sitting area/patio and private beach,pool, 2 tennis courts, clubhouse, playground, and bbq grill within community grounds. Enjoy FL Keys sunsets as you fish from pier or sip on your favorite cocktail. Boat ramp and marina available next door at Founder's park or nearby marinas for your convenience.

Located in Islamorada, Florida, United States. Lush tropical plantings in a gated compound located directly on the Florida Bay PROPERTY NAME: Little Bay Cottage82246 Overseas Highway, Islamorada, FloridaLOCATION: Cottage located directly on the Florida BayMINIMUM STAY: Weekly or MonthlyMILE MARKER: 82.2DETAILS: - Located on a one-acre lush tropical setting in a gated compound directly on Florida Bay- One of 3 separate units for rent by the week or month, each sleeping up to 6 people- Protected dockage for up to a 34-foot boat- Sunning area with lounge chairs on the peninsula- Hammocks, pergola, and tiki for relaxing- Panoramic views of Florida Bay from the covered balcony- Spacious interior with 2 bedrooms, 2 bathrooms, and a queen-size sleeper sofa- Updated kitchen with new appliances and granite countertopsLittle Bay's Cottage is a ground-floor home with a unique floor plan. The main living area is in the center of the house, with a kitchen, dining area, sitting area, and full bathroom. To the right is a large bedroom with a kin

Located in Islamorada, Florida, United States. Embrace Nature by the Ocean! Beach, Swimming Pool, Full Kitchen! Our furnished rooms, which draw inspiration from Islamorada's lush tropical surroundings, offer luxurious bedding and plenty of space to take in the tranquil ambiance. Each of the guest rooms and suites in our three-bedroom house is decorated in the light, natural colors of Islamorada and furnished with a remarkable range of facilities. They are also infused with the casual elegance of the tropics with our resort amenities. Guests have access to all the amenities they might possibly need right on the premises, including a restaurant, bar, swimming pool, and slips for those visiting with boats. But if you want to venture offsite, we have a shuttle service that can take you around.PLEASE NOTE:- The property requires a damage deposit of USD 100/night/unit on the credit/debit card provided. The deposit is required for EACH UNIT and is refunded IN FULL upon check-out.- Early check-in is subject to availability upon arrival.- F

Located in Islamorada, Florida, United States. Snorkeling & Kayaking Beach Resort! Seaside Villa w/Patio! Marina, Parking Each furnished room features premium bedding and free Wi-Fi access. Our pet-friendly private beach resort has its boat ramp and parking (for an additional charge). A heated pool with panoramic Ocean Views and lawn games on the terrace makes it the perfect place to soak up some sun. Guests enjoy a daily continental breakfast, complimentary self-parking, bike rentals, stand-up paddle boards, kayaks, and outdoor barbecue facilities. PLEASE NOTE:This listing is specifically for a hotel room located within a hotel, distinguishing it from typical residential or apartment accommodations.- These are FOUR separate hotel rooms. Rooms are individually unique and may not be adjoining or adjacent, allocated based on availability upon arrival. The price is for all rooms. - The property requires a damage deposit of USD 50 /night/unit (plus taxes) on the credit/debit card provided. The deposit is required for EACH UNIT and is r

Located in Islamorada, Florida, United States. Get Ready for Blissful Getaway! 2 Relaxing Units, Onsite Pool, Free Breakfast Each furnished room features premium bedding and free Wi-Fi access. Our pet-friendly private beach resort has its boat ramp and parking (for an additional charge). A heated pool with panoramic Ocean Views and lawn games on the terrace makes it the perfect place to soak up some sun. Guests enjoy a daily continental breakfast, complimentary self-parking, bike rentals, stand-up paddle boards, kayaks, and outdoor barbecue facilities. PLEASE NOTE:This listing is specifically for a hotel room located within a hotel, distinguishing it from typical residential or apartment accommodations.- These are TWO separate hotel rooms. Rooms are individually unique and may not be adjoining or adjacent, allocated based on availability upon arrival. The price is for all rooms. - The property requires a damage deposit of USD 50 /night/unit (plus taxes) on the credit/debit card provided. The deposit is required for EACH UNIT and is

Located in Islamorada, Florida, United States. Making The Best Memories Along The Way! 4 Comfortable Units, FREE Parking Each furnished room features premium bedding and free Wi-Fi access. Our pet-friendly private beach resort has its boat ramp and parking (for an additional charge). A heated pool with panoramic Ocean Views and lawn games on the terrace makes it the perfect place to soak up some sun. Guests enjoy a daily continental breakfast, complimentary self-parking, bike rentals, stand-up paddle boards, kayaks, and outdoor barbecue facilities. PLEASE NOTE:This listing is specifically for a hotel room located within a hotel, distinguishing it from typical residential or apartment accommodations.- These are FOUR separate hotel rooms. Rooms are individually unique and may not be adjoining or adjacent, allocated based on availability upon arrival. The price is for all rooms. - The property requires a damage deposit of USD 50 /night/unit (plus taxes) on the credit/debit card provided. The deposit is required for EACH UNIT and is re

Located in Rotonda West, Florida, United States. New Modern Escape by the Beach with Heated Pool Welcome to our stunning new modern house with a private and heated pool! This sleek and stylish retreat offers everything you need for a memorable vacation. With 3 bedrooms and 2 bathrooms, it's the perfect size for families or groups of friends seeking a comfortable stay. Situated just a short 9-minute drive away from the beach, our location provides convenient access to the sun, sand, and surf. You'll also find yourself close to restaurants, stores, parks, and a variety of other attractions.One of the highlights of our property is the inviting pool area. Take a refreshing dip in the crystal-clear waters or simply lounge on the sun deck, basking in the warm sunshine. In the evenings, you can gather on the screened lanai at the back of the house, which offers a bug-free oasis for relaxation and outdoor dining.Inside, the house showcases a modern design, with clean lines and an abundance of natural light. The open-concept living area provi

Located in Rotonda West, Florida, United States. Riverview Villa, full refund*, heated pool, sleeps 6 Enjoy "Riverview Villa" a private villa located in Rotonda West on Florida's Gulf Coast, renowned for its numerous championship golf courses and beautiful soft, white, sandy beaches. A perfect location to satisfy everyone's ideal vacation requirements. We are proud to offer some of the finest and cleanest vacation villas in the area as well as a top of the line service for guests. This 3 bedroom, 2 bathroom light filled open floor split plan home ensures you'll always have privacy! It boasts a Northwest-facing screened lanai with heated pool. The master bedroom is furnished with a King-size bed, closet, 32" smart HD TV and offers private access to the lanai and pool area through sliding glass doors. The en-suite has a double vanity, hairdryer, toilet and a bath tub and seperate shower. The 2nd bedroom has 1 Queen-size bed and 32" smart HD TVThe 3rd bedroom has 2 Twin-size beds and NO TV The large open concept living area has 1 sof

Located in Rotonda West, Florida, United States. Tropical Paradise Close to Five Beautiful Beaches - New House Relax with the we hole family at this peaceful place to stay. Enjoy the beautiful Florida weather and unwind in quiet Rotonda West environment. The house is located 12 minutes away from Englewood Beach and 15 minutes from beautiful Stump Pass State park. Although shops and restaurants are only a five-minute drive away, the area feccels peaceful and secluded. Enjoy your stay the new construction finished in August of 2021. Cook in the new kitchen and dine in the spacious dining area. Wifi available.

Located in Rotonda West, Florida, United States. Aqua Bliss near Englewood Beach One of kind property set up with every possible comfort a guest would need! This brand new 2024 smart home has all the latest tools to make your vacation effortless and luxurious! Home was built on quiet street of Rotonda West Community with a fresh water canal view. Landscape and lighting provides an oasis of your own.Englewood Beach within 10 miles Boca Grande Pass Beach within 15 miles Punta Gorda Airport within 25 milesSarasota Airport within 46 miles Tampa Airport within 95 miles***Bed configuration: King, Queen, Twin x2 , Sofa sleeper queen***Smart TV's, no cable provided (use your own app account for streaming) ***No pets/animals allowed ***Pool heated November - April 20.00/night (separate charge)***Garage parking***No RV or boat parking***Miniumum rental age 25 ***Mid-stay cleans required for > 30 nights stay (charged separately)Minimum rental age of 25 years old.No animals or pets.Terms & conditions review and agreement requirement. $300 ref

Located in Rotonda West, Florida, United States. Rotonda West Vacation Rental: Private Yard w/ Pool Prepare to soak up the Florida sunshine in style at this stunning 3-bedroom, 2-bathroom home in the heart of Rotonda West! Perfect for families or groups of friends, this vacation rental offers a desirable location and a private backyard oasis, complete with a sparkling pool, a screened-in lanai, and a cozy fire pit. When you’re not lounging poolside, catch some rays at Englewood Beach, take a swing at the Rotonda West golf courses, or explore the trails at Myakka River State Park.-- THE PROPERTY --Screened-In Lanai | Keyless Entry | 7 Mi to Englewood BeachBedroom 1: King Bed | Bedroom 2: Queen Murphy Bed | Bedroom 3: Full Bunk Bed, Full Sleeper Sofa | Additional Sleeping: Pack ‘n PlayOUTDOOR LIVING: Private yard, swimming pool, fire pit, dining areaINDOOR LIVING: 3 Smart TVs, 2 dining areas, fireplace, beach chairs/towels/umbrella, ceiling fansKITCHEN: Cooking basics, refrigerator, microwave, stove/oven, dishwasher, dishware & flatwar

Located in Key West, Minnesota, United States. Dream Vacation! Near The Famous Duval Street! Tropical island paradise! Breathe in the ocean air from your private balcony. Step out on to legendary Duval Street, the epicenter of Key West dining and nightlife. Sip refreshing cocktails by one of three sparkling pools, and enjoy the fresh modern design of the newly built property.PLEASE NOTE:- The resort fee is not included in the daily rate. A mandatory resort fee of $58.5/night per accommodation will be collected upon arrival.- The listings are distributed and managed by RoomPicks.- The maximum number of days that you may book per reservation is only 28 days. THE SPACE This 400sf Classic King features:- 1 King bed;- Balcony;- Daily Housekeeping- Minibar, coffee maker;- All linens, towels, bathroom essentials are provided! THE PROPERTYEnjoy access to all the resort amenities including:- 24/7 front desk and security;- 3 swimming pools;- Pool loungers, umbrellas and towels;- Fitness center;- On-site restaurant with Latin cuisine;- Tiki b

Located in Key West, Minnesota, United States. Key West 44ft Sailboat Wild Thing - spring and summer openings now. *Our business model has changed. We no longer are located at a dock; We are excited to share our moorings at North Fleming Key for the Adventurous vacationers.” Plan for your getaway excursion awayHave you ever wanted to get away from it all and be in a very basic and simple natural environment? This is it- just like CAMPING or Glamping - on the water. We are no longer on a dock. Please understand that we operate now on DC power for lights, fans, some solar power to assure that the basic systems operate. Boat style bathroom "Heads" and a supply of water to rinse in a boat shower (not for drinking) and lights and fans DC powered. Enjoy the cool natural ocean breezes.Welcome aboard sailors and want to be sailors. Large and roomy 44 ft Morgan Catalina Wild Thing is perfect for small family or two couplesPlease tell us if young children under 18 will be traveling with us. We don’t charge for babies or toddlers t

Located in Key West, Minnesota, United States. UPTOWN FUNK ~ Newly Renovated 3 BR Townhome in Old Town with Parking! IMMACULATE UPSCALE DELIGHT…Embrace the island vibes and immerse yourself in the Key West spirit in this enchanting 3 story coastal contemporary townhome. Centered in the heartbeat of Old Town - the upbeat and lively district of the Conch Republic - this dreamy abode is just steps to high end galleries, museums and all the best nightlife action. It is also tucked away as your peaceful sanctuary.***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGEDETAILS & AMENITIES…Sip your morning brew and plan your day's excursions on the cozy front patio couch and chairs as balmy breezes awaken your senses. As you enter the home, you are greeted by a living area that combines modern whimsy with functionality. Relax on the oversized sectional and enjoy the large wall-mounted Apple TV (Sonos speakers in all rooms) for your bingeworthy viewing pleasure. A table for 4 is located in this space so you can dine while you view. The large pict

Located in Key West, Minnesota, United States. Runaway Bills | 3 Bed, 1 Bath This stylish Conch Home is tucked away on a quiet lane in Old Town Key West. Surrounded by distinctive neighborhoods this is the traveler's dream escape. Just a short stroll from the famous Duval Street, this romantic cottage has all the essentials of a modern vacation rental property. The main house consists of 2 perfectly sized bedrooms with KING beds.Hardwood flooring throughout blends cohesively together and brings coastal character to the home. A fully equipped chef's kitchen is a perfect retreat for culinary-inspired guests. The main living area extends to covered outdoor dining, overlooking the swimming pool & deck.A separate cottage on the far end of the pool contains the 3rd BR & a half bath, with a private outdoor shower. Pets are welcome with a non-refundable pet fee. The property has 2 assigned parking spaces.Additional features:Washer & DryerCentral AC & ceiling fans throughoutStarter supply paper productsStarter set cleaning productsLinens, b

Located in Key West, Minnesota, United States. Pure Bliss This wonderful restoration is located in the heart of Old Town Key West. A 3 bd/3BA home just 3 blocks from Duval. Meticulously renovated to include bright and airy feeling of luxury. Great open feel with gourmet kitchen, outdoor living space, pool, outdoor kitchen with guest house. Decks, lush garden, privacy. A True peaceful retreatFor 2023 the home has been refreshed. We have added custom blinds in the guest house for additional privacy from the morning sun. We have repainted the entire home to keep it fresh and clean. The pool now can be heated if requested, as we added a pool heater. All new linens and duvets, rugs and some new pieces of furniture only to improve your comfort.There is a guest manual in the home please review it upon arrival as the house rules along with how to operate things are in the manualNo smoking in house, ashtray by pool for smoking. Please, do not leave the doors or windows open for more than the time required to enter or exit. As you

Located in Key West, Minnesota, United States. Historic Mansion in Old Town Key West with Private Pool - Sleeps 16! The historic William Skelton Home is ideally located on Eaton Street in Old Town Key West, steps from Duval Street, hundreds of bars and restaurants, and all major attractions. This spacious home features six bedrooms, a private swimming pool, spacious living areas inside and outside, and a newly renovated chef's kitchen to prepare meals.

Located in Key West, Minnesota, United States. Aruba - Downtown Waterfront 2/2 Dock, Pool, Pet Summary:Time to relax! Bring your family & friends to this 1200 sqft Waterfront home. Boat slips available on site with commercial ice machine, fish cleaning station and BBQ grills. Located in historic Downtown Key West. Walk/Bike everywhere less 1mi to Duval Street, Historic Seaport, Hemingway House, etc. On-site amenities: heated pool, tiki bar & grill, bike rentals, parking, secure keyless entry, & private elevator. Large park adjacent with tennis courts. 10min from airport (EYW).The Space:2B/2B sleeping 6. This updated home has a full kitchen, 2 bedrooms and 2 full bathrooms, full size washer & dryer. The master bedroom has Water views, direct access to the balcony area, a King sized bed, walk in closet, flat screen TV and in suite full bathroom. The second bedroom has two Queen beds, flat screen TV and full in suite bathroom. All bedroom and common rooms are large with plenty of common space for hanging out, relaxing, playing ga

Located in Key West, Minnesota, United States. Anchors Away - Old Town Key West Anchors Away offers traditional Conch style living and is located in the coveted Old Town Key West. This home is unbeatable in price, location and comfort. This newly renovated home has 2 bedrooms, 1 bathroom. It is an open floor plan home featuring cathedral ceilings, ample lighting, front a rear lanais and comfortably accommodates up to 6 guests. Bedrooms and living room are outfitted with flat screen TV’s, master bedroom has a king bed, guest room has a queen bed and there is a full size sofa sleeper in the living room. The bathroom has a shower / tub combo, a well appointed kitchen, dining table for 6 and plenty of room to entertain inside and out. Less than 1/2 mile to Famous Duval St , Hemingway House & must see Key West sites. 3/4 mile to White St. Pier, Higgs Beach Park, 1 mile to Fort Zachary Taylor and just steps to some of the best dining on the island. This home is offered turn key and is ready for your enjoyment!

Located in Key West, Minnesota, United States. 2 x The Marker Classic 2 Queens at The Marker Waterfront Resort Key West Tropical island paradise! Breathe in the ocean air from your private balcony. Step out on to legendary Duval Street, the epicenter of Key West dining and nightlife. Sip refreshing cocktails by one of three sparkling pools, and enjoy the fresh modern design of the newly built property. Each unit features 2 Queen beds and accommodates 4 guests. The price is for BOTH units.PLEASE NOTE:- The resort fee is not included in the daily rate. A mandatory resort fee of $58.5/night per accommodation (x2) will be collected upon arrival.- The listings are distributed and managed by RoomPicks.- The maximum number of days that you may book per reservation is only 28 days.- The accommodations are at a hotel, are not adjoining, and may not be located next to each other. The exact spaces are assigned upon arrival based on availability. The price is for two accommodations. THE SPACESEach 400sf 2 x The Marker Classic 2 Queens features

Located in Key West, Minnesota, United States. Upper Bayview North: Waterfront 4 Bedroom Condo at Bayfront Suites & Marina Bayfront Suites offers incredibly spacious, meticulously designed homes for a variety of guests. In this specific property, take advantage of the multitude of amenities offered to make a vacation in the Florida Keys the perfect one. Guests can take in all the island has to offer, from the comfort of their own vacation rental at the new and upscale Bayfront Suites.Upper Bayview North is the place to stay if you are looking for lodging where you and your guests can fully unwind in a coastal chic, home in Key West overlooking the water! The comfortable design and luxurious amenities are second to none in Key West and are sure to make your stay, a memorable one. Upon entering this four-bedroom suite four-bathroom via our secure electronic lock system, one will first notice the high-end interior design the vacation home has to offer. This four-bedroom condo has been delicately crafted with high end furnishings, deta