Find Islamorada Hotels with Private Pools

Gorgeous 30’ oceanfront heated pool. House on an exceptionally private, natural beach and oceanfront seawall in Islamorada - observation dock for paddle boarding, fishing and kayaking. Property is flanked by natural preserve on one side and has wide open expansive ocean views. The private beach is located along a wildlife protected turtle nesting beach that left natural for turtle nesting season. There is an incredible 180 degree water view from almost every room in the house. Spectacular sunrises flood the rooms with golden light reflected off the ocean. The sun rises over the water every morning within your view. The sunsets are equally stunning over the peninsula leaving the view with purple and pink clouds. Constant onshore breeze drifts through the house with pure, invigorating ocean scents. 2 Paddle boards and 2 kayaks are included with rental as the waters off the house are perfect for exploring by kayak. 2 cabanas for rest and relaxation - one by the pool and one the dock. The wildlife is stunning and you are bound to see amazing creatures during each outing! There is also an amazing State Park (an island) just a paddle away. Alligator Reef Lighthouse is on the horizon and the ocean views from the end of the observation dock are simply incredible. The oceanfront pool is heated to 86 degrees.The house is a 100% non-smoking property. The observation dock is for non-motorized vessels only as the tides can get very low during full moons.THIS PROPERTY RENTS SATURDAY TO SATURDAY Robbie's of Islamorada is down the street from the property a half mile and offering an outdoor restaurant, jet ski rentals, tarpon feeding, shops, fishing charters, snorkeling trips & sunset cruises to the Lighthouse.About the owner: Islamorada is absolute paradise - we love the island and happy to share the vacation house with guests looking to escape to a patch of paradise in the Keys. The is property is exclusively offered as a vacation rental so it is similar to staying at a hotel and is exceptionally clean and easy to enjoy.We privately own a total of 5 boutique vacation rentals in Islamorada:VRBO listing #1576833 (5 bedroom)VRBO listing #1054019 (5 bedroom)VRBO listing #1977457 (7 bedroom)VRBO listing #689629 (5 bedroom) (no boat dockage due to tides)LICENSE #: 25-0279 - IslamoradaAbout pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About customRules:Absolutely no smoking, no access to the rooftop..About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 24.About events:No events allowed.

Located in Islamorada, enjoy what this 3-bedroom villa has to offer. With 2 king beds and 1 queen bed, guests can relax in the enchanting bedrooms. The 3.5 bathrooms are equipped with a shower, bidet, and hair dryer for added convenience. In the extra bonus open room there is a bunk bed and sofa bed for extra sleeping space. Experience an excellent stay with all the great amenities along with the private plunge pool, community pool and private boat dockage. We hope you enjoy what our place and Islamorada has to offer.About pets:Pets allowed: dogs less than 50 lbs per pet (limit one pet total).Additional fee $500. Violation of pet policy $500.About children:Children allowed: ages 0-17.About smoking:Smoking is not permitted.About events:No events allowed.

Islamorada Oasis is designed for families and outdoor lovers! Inside and out, its ready for entertaining and keys style relaxation. Includes separate studio downstairs that is perfect for grandparents. Huge beautiful canal front with optional 20,000 pound boat lift that can accommodate up to a 32 foot vessel. Ice machine makes over 300 pounds of ice per day, Great for keeping the catch cold and fresh. Cool off in the saltwater pool that’s large enough to do laps! Huge outdoor grilling and entertainment area overlooking the water. Easy Access to ocean via Snake Creek and Tavernier Creek as well as the bay side.Filet your catch at the large fish cleaning station and throw it right on the grill in the outdoor kitchen area. Close to all the attractions and activities Islamorada is famous for! This 4 bedroom 3 bath private home including the downstairs studio sleeps 8 is ready for your family to make great memories! 10% discount for multiple month rental!About pets:No pets allowed, service animals permitted.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About customRules:Must send proof of renters insurance offered by VR.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 26.About events:No events allowed.

Oceanside 3/3 located on beautiful 10 acre harbor. Amazing natural surroundings, harbor & ocean views. New furnishings, bedding, electronics, appliances & more. New heated pool with 8 person hot tub. A true keys gem! Monthly calendar bookings only. Outdoor ring cameras in front and back of property for security purposes only.About pets:Pets allowed: dogs less than 50 lbs per pet (limit one pet total).Pet deposit required.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 3-17.About customRules:Boat Lift is not included.If you bring your boat. There is a docking fee.,Monthly calendar booking only.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.

Village of Islamorada - Vacation Rental License No. 24-0248This home is remodeled every year in some way or form...We try to make it interesting and fun particularly for our repeat customers. Our objective is to provide the most rewarding and awesome experience possible. From the most comfortable beds you can find, to the various cooking options and outdoor eating choices. You can pretty much live outside with all the amenities for outdoor living provided at this vacation rental. This property is NOT AVAILABLE for any special events including WEDDINGSAbout pets:Pets allowed: dogs less than 20 lbs per pet (limit 2 pets total).No more than 15 pounds; ask about pet policy..About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About customRules:No modifying TV connections to add on ancillary equipment to audio visual systems..Cancellations are up to 60- days before checkin to receive a full refund. If there is a medical emergency 100% full refunds granted before check in.,.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.No where on the property is smoking allowed.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.

Sleeps 4, 1 Bedroom - King Bed, 2 Full Bathrooms, Queen Sleeper Sofa, 2 TVs, Balcony, fully stocked kitchen, towels & linens provided, coin laundry available, elevators. Newly remodeled unit. Assigned, Covered Parking. Gated Community. Men’s & Women’s Fitness Centers, Club House, Pool & Jacuzzi, Ocean Front, Boat Ramp, Steps in to ocean. Great for Paddleboard & Kayaking. Walking distance to several restaurants. Minutes from several marinas. Best scuba diving & deep sea fishing in Keys!Kayak available to our guests. Marina located just next door. About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Adults only.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.Smoking is permitted outside of the unit..About minBookingAge:Minimum age to rent: 25.About events:No events allowed.

Welcome to Cheeca Lodge & SpaTurquoise water. Towering palms. Calm breezes. Imagine yourself whisked away to a tropical paradise where you indulge in mind, body, and spirit, as you rediscover an oasis called Cheeca Lodge & Spa. Romantic, serene, and dynamic, our Florida Keys Islamorada resort is a standard of excellence achieved by few. Be swept away by the casual elegance emanating from every detail and settle into the laid-back lifestyle of Islamorada.Stay in the Sportfishing Capital of the WorldLocated in the Sportfishing Capital of the World, Cheeca Lodge is a premier destination for serious anglers. Charter a boat and find over 500 species of fish within minutes from shore. The casual fisherman can cast a line from the end of our 525-foot pier – the longest in the Keys. A host of other activities can be found at our Islamorada luxury resort, including snorkeling, sea kayaking, bicycling, and scuba diving. Between activities, enjoy first-class dining at one of our three restaurants: Atlantic’s Edge, Mia Cucina, or Nikai Sushi.