Holiday homes by the sea in Islamorada
Choose the right place for you
REVIEWS
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9+ Exceptional
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8+ Fabulous
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7+ Very Good
DISTANCE FROM CENTRE
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Less than 1 km
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Less than 3 km
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Less than 5 km
Vacation rental deals in Islamorada
We have selected the best holiday accommodation by the sea in Islamorada. Bluepillow allows you to save money, by finding the best rates on the main vacation rental websites in Islamorada
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Islamorada - United States
Sands of Islamorada
- Hotel
8.3 Fabulous (558)This Islamorada, Florida inn boasts an outdoor pool with a hot tub and a boat dock with a ramp. Guests will be 4 miles from Theater of the Sea and 2 miles of Indian Key Historic State Park. Free Wi-Fi, ...Check Availability -
Islamorada - United States
YACHT N HEART OF ISLAMORADA - SNORKEL, KAYAK, FISH
- 3 Guests 1Bedroom
10 Exceptional (9)Enjoy a unique piece of paradise staying on this yacht located near a beautiful bay in the center of all the action that could possibly happen in Islamorada. Walking distance to the following: several ...Check Availability -
Islamorada - United States
FLAKEYS BED & BEER VR 284
- 6 Guests 2Bedrooms
10 Exceptional (68)Flakeys, short for Florida Keys is everything you would expect to find on the small Caribbean island. Its paradise! Located in the heart of Islamorada there is no need for a car. You can walk or bike to ...Check Availability -
Islamorada - United States
Costa by the sea I
- 4 Guests 1Bedroom
10 Exceptional (18)Warm space, with wonderful woodwork inside, small private cabin with storage. Superb outdoor terrace overlooking the sea or the reefs. The boat is located at anchor and remains on site near the shore ...Check Availability -
Islamorada - United States
Shiloh at Christmas
- 2 Guests 1Bedroom
10 Exceptional (38)Beautiful yacht located at a Marina in beautiful Islamorada Florida. Classic beauty! Restaurant on premises, music nightly, bar fun time! Please note the outside of the boat is being repainted. The ...Check Availability -
Islamorada - United States
The Yacht !
- 2 Guests 2Bedrooms
10 Exceptional (18)Beautiful 38 Sea Ray aft cabin... Amazing sunsets and live music nightly. Boat is tied to dock and NO you can’t take it out I can offer discounts on sunset cruises, Snorkeling trips, fishing trips, Sandbar ...Check Availability
Bed and breakfast offers in Islamorada by the sea
Are you looking for an accommodation in Islamorada and do you want to save money? Choose from 26 Bed & Breakfasts in Islamorada
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Islamorada - United States
La Siesta Resort & Marina
- Hotel
8 Fabulous (1115)Just off the Overseas Highway and in front of the ocean, this Islamorada hotel offers an on-site marina. The beachfront hotel features an outdoor pool and hot tub. WiFi is included in the resort fee. The ...Check Availability -
Islamorada - United States
Casa Morada
- Hotel
9 Exceptional (1326)This privately-owned boutique hotel offers 16 suites and is an adults-only resort. Caribbean inspired decor can be found throughout the resort. Casa Morada is 650 yards from Upper Matecumbe Key. Featuring ...Check Availability -
Islamorada - United States
La Jolla Resort
- Hotel
8.2 Fabulous (825)Featuring free WiFi and an outdoor pool, La Jolla Resort offers accommodation in Islamorada, 900 yards from Upper Matecumbe Key. Free private parking is available on site. All rooms include a flat-screen ...Check Availability -
Islamorada - United States
Islander Resort
- Hotel
8.9 Fabulous (153)A tranquil and relaxing retreat directly on the beach in the Florida Keys, this property offers spacious accommodations equipped with microwaves and refrigerators and easy access to attractions and activities. Relax ...Check Availability -
Islamorada - United States
Postcard Inn Beach Resort & Marina
- Hotel
8.1 Fabulous (3081)Featuring a unique tropical atmosphere and situated on an island in the Florida Keys, this resort offers WiFi and parking to guests. A cable TV and a private bathroom are included in every guestroom. ...Check Availability -
Islamorada - United States
Islander Bayside Townhomes and BoatSlips
- Hotel
9.2 Exceptional (162)One of our top picks in Islamorada.Located on the waters of the Florida Bay, the Islander Bayside Resort is less than 5 minutes’ walk from the beach. This resort features a kitchen in every townhouse and ...Check Availability
Farmhouse or Hotel? Choose from the best offers
Choose the accommodation tailor-made for you for your next vacation: sleep in a farmhouse or sleep in a hotel?
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Farmstays in Islamorada -
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Hotels in Islamorada
The best places to stay in Islamorada
Book an apartment in Islamorada and choose the right accommodation for your needs
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Islamorada - United States
Luxurious Home from Home in Amazing Anglers Reef with Boat Slip available
- 6 Guests 2Bedrooms
9.9 Exceptional (68)Welcome to our 'home from home', set in the exclusive gated community of Anglers Reef one of Islamorada's favorite vacation rental destinations. Comprising of an amazing pool and privately owned boat ...Check Availability -
Islamorada - United States
Caribbean Villa in Islamorada Resort Community with Dedicated Boat Slip
- 6 Guests 2Bedrooms
10 Exceptional (5)Welcome to paradise. "Casa Dos Hondos" is an immaculately clean. single family, Key West style home located in the gated, resort community of Anglers Reef in Islamorada. The grounds, waterfront and amenities ...Check Availability -
Islamorada - United States
Keys home in Anglers Reef with ocean view, dock, community pool & private beach
- 6 Guests 2Bedrooms
9.9 Exceptional (98)Keys home in Anglers Reef with ocean view, dock, community pool & private beach This magnificent home with ocean views from all 4 balconies is located in Islamorada at Mile Marker 85 in the exclusive ...Check Availability -
Islamorada - United States
Anglers Reef Islamorada*Bikes*Kayak*Paddle Boards*DOCK*
- 6 Guests 2Bedrooms
9.6 Exceptional (27)VR#255. 112 Anglers Way There is no other neighborhood like Anglers Reef in Islamorada. It's beautiful Key West style pastel colored homes inside resort community, with garden like flora and ...Check Availability -
Islamorada - United States
Islamorada Oceanfront Home In Anglers Reef Ocean Views, Dock, Comm Pool & Beach
- 6 Guests 2Bedrooms
10 Exceptional (50)This magnificent home with direct ocean views from the master bedroom, living room and balconies is located in Islamorada at Mile Marker 85 in the exclusive gated community of Angler's Reef. Lie in bed ...Check Availability -
Islamorada - United States
Single Family Home In Angler's Reef Gated Community,Beautiful Ground,Resort Pool
- 6 Guests 2Bedrooms
9.8 Exceptional (61)2 bedrooms, 2 full bathrooms, 1 half bathroom, sleeps 6 This lovely oceanfront home is at Mile Marker 85 in exclusive Angler's Reef - 52 homes . Quaint streets & walking paths wind through this village-styled ...Check Availability
