1414 Vacation rentals and Airbnb in Islamorada, FL
8.3 5658 reviews
Islamorada, FL
19/08 – 21/08
₹23251/nighttotal: ₹46502 (2 )
Ocean Oasis At Ocean Pointe
1 4
house , Tavernier
Ocean Oasis at Ocean Pointe is situated in Tavernier, a short walk from Harry Harris Park Beach and a short drive from Pigeon Key, offering a tranquil escape in a beautiful location. The property has received very good ratings for its location, cleanliness and overall experience. This holiday home features a well-equipped kitchen, a private balcony with sea views and a private beach for your enjoyment. Guests can also relax in the hot tub, swim in the pool, or enjoy the garden and outdoor play equipment.
Islamorada, FL
03/08 – 05/08
₹55723/nighttotal: ₹111446 (2 )
3 Relaxing Units, Free Parking, Breakfast, Pool
3 5
resort , Islamorada, Village of Islands
This Islamorada resort offers direct access to a private beach and is situated within 600 metres of the History of Diving Museum and the Theater of the Sea, with easy access to Windley Key Fossil Reef Geological State Park and Lignumvitae Key Botanical State Park. The "3 Relaxing Units, Free Parking, Breakfast, Pool" offer at this Islamorada accommodation provides 3 bedrooms and 3 bathrooms for up to 12 guests, featuring air conditioning, internet, a heated outdoor swimming pool, a garden, and allows pets for an additional charge.
8.4 28 reviews
Islamorada, FL
17/07 – 24/07
₹33219/nighttotal: ₹232533 (7 )
Anglers Reef Paradise
1 3
house , Islamorada, Village of Islands
Angler's Reef Resort is conveniently located in Islamorada, a short walk from Anne's Beach and within easy reach of other attractions like Upper Matecumbe Key and the Florida Keys Aquarium. This resort has excellent ratings for location, cleanliness, and overall user experience. The resort offers a range of accommodation options, including rooms with kitchens for those who prefer to self-cater. Guests can enjoy a variety of amenities, including a swimming pool, BBQ facilities, a garden, and a fitness centre.
Islamorada, FL
19/08 – 21/08
₹41330/nighttotal: ₹82660 (2 )
2 Pet-friendly Units, Free Breakfast, Pool
2 4
resort , Islamorada, Village of Islands
This resort offers two-bedroom, two-bathroom holiday accommodation for eight guests, situated on a private beach in Islamorada, Village of Islands, a short walk from the Theater of the Sea and near Windley Key Fossil Reef Geological State Park and Lignumvitae Key Botanical State Park. Enjoy the "2 Pet-friendly Units, Free Breakfast, Pool" offer, which includes access to a heated outdoor swimming pool, complimentary toiletries, and on-site parking, with pet-friendly options available for an additional charge, whilst being close to coral reef snorkelling and scuba diving.
10 2 reviews
Islamorada, FL
06/08 – 09/08
₹29382/nighttotal: ₹88146 (3 )
Sportfishing In Florida Keys! Free Parking, Pets Allowed, Pool, Bike Rentals!
1 2
apartment , Islamorada, Village of Islands
This Islamorada beachfront apartment, part of a pet-friendly resort, offers direct beach access and is within easy reach of the Islamorada Brewery & Distillery and Florida Keys Brewing Co., both a short drive or walk away. The 27-square-metre (290 sq ft) self-catering flat features two queen beds, sleeping up to four guests, and includes a refrigerator, microwave, and Keurig coffee maker; on-site amenities comprise a heated pool, kayak and paddleboard rentals, plus a daily continental breakfast.
Islamorada, FL
01/01 – 28/02
₹19696/nighttotal: ₹1142368 (58 )
Islamorada Spectacular Executive Bay Club 87200
1 2
apartment , Islamorada, Village of Islands
This Islamorada townhouse, situated within a gated community offering 24-hour security and direct beach access, provides convenient access to the village's amenities. The two-bedroom, three-bathroom property sleeps six, boasting a king-size bed in the master suite, two queen beds in the second bedroom, a full kitchen, in-unit laundry, a living room with a large-screen TV, and access to a heated pool, activity courts, and clubhouse.
8.9 82 reviews
Islamorada, FL
17/07 – 24/07
₹43339/nighttotal: ₹303373 (7 )
Three Waters Resort And Marina, Islamorada, A Tribute Portfolio Resort
1 3
resort , Islamorada, Village of Islands
Three Waters Resort And Marina, a Tribute Portfolio Resort, is located in Islamorada, Florida, offering fifteen waterfront acres with convenient access to the village's attractions and the renowned sport fishing opportunities of the area. This Islamorada resort boasts diverse lodging options, including rooms and cottages, a private beach lagoon at The Cove, nine restaurants ranging from casual to upscale dining (including the Kindler and Tiki Bar), a full-service marina, a fitness centre, and a swimming pool.
Islamorada, FL
01/01 – 28/02
₹12539/nighttotal: ₹727262 (58 )
Newly Updated Studio Apartment, Summer Sea 303
1 2
apartment , Islamorada, Village of Islands
This Islamorada studio apartment, situated in Plantation Key at mile marker 88.5 (approximately 14.5 km from the centre of Islamorada), offers direct bayfront access within a gated community, close to the renowned Marker 88 restaurant. The self-catering unit sleeps four, featuring a queen bed, two twin Murphy beds, a fully equipped kitchenette with fridge and microwave, and access to a shared swimming pool, fitness centre, and laundry facilities within the complex.
Islamorada, FL
01/01 – 31/05
₹11125/nighttotal: ₹1668750 (150 )
Open Concept Studio Apartment In Islamorada
1 2
apartment , Islamorada, Village of Islands
This Islamorada studio apartment, located at mile marker 88.5, is approximately 110 kilometres from Miami, offering easy access to the village's marina and boat ramp. The self-catering unit features a queen-size Murphy bed, pull-out sofa, full kitchen, and accommodates up to three guests, with access to Summer Sea's pool, gym, and other amenities.
9.6 18 reviews
Islamorada, FL
17/07 – 24/07
₹44598/nighttotal: ₹312186 (7 )
Double The Views: Florida Keys 1br With 2 Balconies & Pool Access
1 3
apartment , Islamorada, Village of Islands
This one-bedroom condo is located in Lower Matecumbe Beach, a short 10-minute walk from Sunset Drive Beach and Anne's Beach, and a 4.3 km drive from the San Pedro Underwater Archaeological Preserve State Park. The property has received excellent user ratings and is a popular choice for travellers seeking a relaxing and convenient stay. The 74 square metre apartment comfortably accommodates up to 6 guests and features a fully equipped kitchen, two bathrooms, a washing machine, free Wi-Fi, a balcony, games, and books. Guests can enjoy the convenience of self-catering, relax in the private outdoor space, and explore the nearby beaches and attractions.
10 1 review
Islamorada, FL
31/07 – 05/08
₹91273/nighttotal: ₹456365 (5 )
Best Place To Stay In Florida! 3 Pet-friendly Units, Free Breakfast, Parking
3 7
apartment , Islamorada, Village of Islands
This Islamorada beachfront apartment, part of a pet-friendly resort, offers direct beach access and is centrally located, providing easy access to local breweries and proximity to Indian Key Historic State Park and San Pedro Underwater Archaeological Preserve State Park (distances unspecified). The 75 square metre property comprises three uniquely decorated bedrooms, each with two queen-size beds, accommodating up to twelve guests, and includes a private kitchen, three bathrooms, a swimming pool, concierge service, parking, and daily continental breakfast.
Islamorada, FL
06/08 – 09/08
₹30006/nighttotal: ₹90018 (3 )
Sunrise & Salt Air In The Keys
1 2
apartment , Islamorada, Village of Islands
This studio apartment is situated within Caloosa Cove Marina & Resort in Islamorada, Village of Islands, offering direct access to an on-site marina and restaurant, with Founders Park, featuring a saltwater swimming area and sandy beaches, located 500 meters away. This accommodation for up to three guests provides air conditioning, Wi-Fi, a kitchenette with a fridge and microwave, and full access to resort amenities including recreational facilities and an oceanfront heated swimming pool.
Best family friendly Islamorada, FL vacation rentals
Among the 1414 accommodations in Islamorada, FL, here are the 4 best family friendly rentals
9.6 49 reviews
Islamorada, FL
07/07 – 11/07
₹26531/nighttotal: ₹106124 (4 )
Amazing Ocean View Condo
1 4
apartment , Tavernier
This apartment is located in Tavernier, just a short walk from Baker's Cay Resort Beach and Harry Harris Park and within a 5km radius of Mariners Hospital and Florida Keys Dive Center. This property has received excellent user ratings, making it a popular choice for travellers. The apartment has one bedroom and one bathroom, comfortably accommodating up to four guests. It boasts a fully equipped kitchen, a washing machine, a sofa bed, and a balcony, with a private pool, a tennis court, and a Jacuzzi on-site.
10 67 reviews
Islamorada, FL
27/06 – 04/07
₹28673/nighttotal: ₹200711 (7 )
Waterfront Islamorada Condo Heated Pool, Marina & Deeded Boat Slip
2 2
apartment , Islamorada, Village of Islands
This Islamorada condominium is situated at mile marker 88.5, offering convenient access to Robbie's Marina and the Theater of the Sea, with Miami located 108 kilometres to the north. This family-friendly apartment, measuring 88 square metres and accommodating up to six guests, features two bedrooms and two bathrooms, a fully equipped kitchen with granite countertops, a private balcony with pool views, direct access to a deeded boat slip (#49), and resort-style amenities including a heated swimming pool and pickleball courts.
9.9 190 reviews
Islamorada, FL
07/07 – 11/07
₹41307/nighttotal: ₹165228 (4 )
Breathtaking Ocean Views! Owners Who Care. Sangria Sunrise! 10% Off Charters!
1 4
apartment , Tavernier
This Tavernier apartment is directly on the beach, just a 15-minute walk from Baker's Cay Resort Beach and Harry Harris Park. The property has received excellent ratings for location, cleanliness, and overall experience. The apartment is a one-bedroom, one-bathroom property with a floor area of 56 square metres, suitable for up to four guests. Amenities include a fully equipped kitchen, a swimming pool, a jacuzzi, a terrace, a garden, and parking.
10 4 reviews
Islamorada, FL
03/08 – 05/08
₹39361/nighttotal: ₹78722 (2 )
Island Time At Ocean Pointe Luxe 2 King Spa Br/ba, 2 Balcony
2 5
apartment , Tavernier
This Tavernier apartment, situated in the Blue Waters area, is 1.1 kilometres from Harry Harris Park, and under 5 kilometres from Mariners Hospital and the Florida Keys Dive Centre. The 77 square metre self-catering property boasts three bedrooms, two bathrooms, sleeps six guests, and includes a private balcony, swimming pool, jacuzzi, and parking.
Best Islamorada, FL vacation rentals with a pool
Among the 1414 accommodations in Islamorada, FL, here are the 4 best rentals with a pool
9.8 107 reviews
Islamorada, FL
04/08 – 09/08
₹40610/nighttotal: ₹203050 (5 )
Relax By Keys Waters [Ocean Pointe Suites 2209]
2 5
apartment , Tavernier
This apartment is located in Tavernier, a short walk from Baker's Cay Resort Beach and Harry Harris Park, and within a 3-mile radius of Mariners Hospital and Florida Keys Dive Center. The property has received excellent ratings for location, cleanliness, and overall user experience. The apartment offers two bedrooms and two bathrooms, spanning 89 square meters. Guests can enjoy a range of amenities, including a swimming pool, Jacuzzi, tennis court, and a garden, as well as a fully equipped kitchen and free Wi-Fi.
Islamorada, FL
07/07 – 11/07
₹52025/nighttotal: ₹208100 (4 )
Island Escape In Islamorada | Breakfast, Pool & Pet-friendly Stay!
2 4
apartment , Islamorada, Village of Islands
This two-bedroom flat is located by the sea in the Matecumbe district of Islamorada, within walking distance of the History of Diving Museum and Keys History & Discovery Centre, and a short drive from Windley Key Fossil Reef Geological State Park and Indian Key Historic State Park. This 52 square metre apartment accommodates up to four guests, offers daily cleaning, complimentary toiletries, air conditioning, Wi-Fi, a swimming pool, and pet-friendly accommodation for two dogs under 22.7 kilograms, with one parking space per unit.
9.8 36 reviews
Islamorada, FL
01/01 – 28/02
₹38515/nighttotal: ₹2233870 (58 )
Amazing Sandy Beach Sunsets + New Pool + Best Location W/ Park - Bikes & Kayaks
4 2
apartment , Islamorada, Village of Islands
This Islamorada beachfront holiday home, located near Founders Park, offers easy access to Jimmy Johnson's Big Chill and the Florida Keys Dive Centre, all within a short driving distance. The 130 square metre (1,400 square feet) property boasts three bedrooms, two bathrooms, sleeps six guests, and includes a fully equipped kitchen with BBQ, a private beach, swimming pool, spa, and free Wi-Fi.
8.0 4 reviews
Islamorada, FL
07/07 – 11/07
₹38923/nighttotal: ₹155692 (4 )
Ideal Location! Pets Allowed, Onsite Pool
2 4
resort , Islamorada, Village of Islands
This resort in Islamorada, Village of Islands, is located approximately 160 kilometres south of Miami, offering a prime spot for fishing, boating, and enjoying local cuisine with bay and ocean vistas. This pet-friendly hotel, offering the "Ideal Location! Pets Allowed, Onsite Pool" package, provides 2-bedroom accommodation for up to four guests, featuring air conditioning, internet, a swimming pool, and daily cleaning services within its 51.5 square metre rooms.
Frequently asked questions about holiday rentals in Islamorada, FL
What are some interesting places to visit in or near Islamorada, FL?
Islamorada is known for its beautiful beaches, so you'll want to spend some time at Anne's Beach or the Islamorada Beach Park. If you're interested in marine life, you can visit the Theater of the Sea or the Dolphin Research Center. For a bit of history, check out the History of Islamorada Museum.
What are the best Airbnb and vacation rentals in Islamorada, FL?
Which walking or cycling routes are the best in Islamorada, FL?
For a scenic walk or bike ride, try the Overseas Highway. It's a beautiful stretch of road that runs along the coast. You can also check out the Islamorada Nature Trail, which is a great option for birdwatching.
What are the most popular Airbnbs in Islamorada, FL?
What sports or outdoor activites can visitors enjoy in and around Islamorada, FL?
You can find plenty of water sports in Islamorada, like fishing, kayaking, paddleboarding, and diving. There are also opportunities for hiking, biking, and birdwatching in the area. If you're feeling adventurous, you can even try out a jet ski tour.
What are the best vacation rentals with a pool in Islamorada, FL?
What other towns or cities can be easily accessed from Islamorada, FL?
Islamorada is conveniently located near Key Largo, which is about 30 minutes away. You can also easily reach Marathon, which is about 45 minutes away. If you're looking for a bigger city, Miami is about a 2-hour drive.
What are the best rentals for families and kids in Islamorada, FL?
What amenities are commonly available in vacation rentals in Islamorada, FL?
Vacation rentals in Islamorada usually come with amenities like a private pool, hot tub, and a fully equipped kitchen. Some rentals also offer a boat dock, kayaks, and paddleboards.
What are the best rentals or Airbnbs with a jacuzzi in Islamorada, FL?
What time of year is best to rent a vacation rental Islamorada, FL?
The best time to visit Islamorada is during the winter months, from December to April, when the weather is warm and sunny. However, if you're looking for a less crowded experience, you can visit during the shoulder seasons, from April to June or September to November.
What are the local dishes in Islamorada, FL region?
Islamorada is known for its fresh seafood, so you'll want to try some of the local catches, like grouper, snapper, and mahi-mahi. You can also find delicious conch fritters, stone crab claws, and key lime pie. Don't forget to try the Florida Keys style conch chowder.
Destinations nearby
Best Islamorada, FL holiday rentals with a balcony
Islamorada, FL
19/08 – 21/08
₹27989/nighttotal: ₹55978 (2 )
Tropical Family Suite: Full Kitchen, Private Living Area & Pool Access
2 4
apartment , Tavernier
This beachfront apartment in Tavernier offers direct access to the coast and is a short drive from the History of Diving Museum and Old Road Gallery. This two-bedroom flat features air conditioning, a kitchen with a fridge, microwave, and dishwasher, a shared heated outdoor pool, and complimentary parking for one vehicle.
This Islamorada waterfront villa, a short walk from Upper Matecumbe Key and within 4.3km of Windley Key, offers easy access to local shops, restaurants, and major attractions including Pigeon Key (21km) and John Pennekamp Coral Reef State Park (34km). The 156 square metre property boasts three bedrooms, three bathrooms, sleeps nine guests, and includes a heated pool, private dock, free Wi-Fi, and on-site parking.
Islamorada, FL
01/01 – 28/02
₹31725/nighttotal: ₹1840050 (58 )
Your Oceanfront Islamorada Retreat With Pool & Private Boat Basin!
2 2
apartment , Islamorada, Village of Islands
This two-bedroom house is located in Matecumbe, just 3 kilometres from the History of Diving Museum, Windley Key Fossil Reef Geological State Park, and Matecumbe United Methodist Church. The area is quiet and peaceful, offering a relaxing escape from the hustle and bustle of everyday life. The 111 square metre property comfortably accommodates up to 3 guests. The house features a private pool, a spacious garden with a barbecue grill, and a fully equipped kitchen with a fridge, microwave oven, and dishwasher.
8.7 1791 reviews
Islamorada, FL
04/08 – 09/08
₹48368/nighttotal: ₹241840 (5 )
Drop Anchor Resort & Marina
1 5
glamping , Islamorada, Village of Islands
This mobile home is located in Islamorada, just a short walk from Theater of the Sea and a short drive from Indian Key Historic Park, offering a convenient base for exploring the area. The mobile home has received very good ratings for cleanliness and user experience, and the location itself is rated excellent. The mobile home features a kitchen with a fridge and microwave, air conditioning, and a terrace or balcony. Guests have access to a range of amenities, including a swimming pool, a bar, a tennis court, and a garden, as well as kayaks, paddleboards and Wi-Fi.
Best Islamorada, FL holiday rentals with parking
Islamorada, FL
19/08 – 21/08
₹27507/nighttotal: ₹55014 (2 )
Modern 2-bedroom/1 Bath Apartment With Full Kitchen, Tavernier/key Largo
2 4
apartment , Tavernier
This two-bedroom flat in Tavernier is conveniently located for exploring local culture, offering proximity to the Old Road Gallery and History of Diving Museum, and is within walking distance of John Pennekamp Coral Reef State Park and Jacob's Aquatic Centre. This property accommodates up to four guests with two full beds, features a modern kitchen with a microwave and refrigerator, and provides complimentary WiFi and air conditioning for a comfortable stay.
10 2 reviews
Islamorada, FL
01/01 – 31/05
₹35476/nighttotal: ₹5321400 (150 )
Beautiful Vacation Home In The Heart Of Islamorada , Florida Keys
2 2
apartment , Islamorada, Village of Islands
This holiday home is located in Port Antigua, a quiet community on the bay side of Islamorada, just a two-minute drive or ten-minute walk from the community beach. The accommodation has received excellent ratings for location, cleanliness, and overall user experience. The property features two bedrooms and two bathrooms, comfortably accommodating up to four guests. Enjoy a range of amenities including a private dock, access to a community boat ramp, a private beach, a swimming pool, a jacuzzi, and a garden.
9.7 80 reviews
Islamorada, FL
01/01 – 28/02
₹31589/nighttotal: ₹1832162 (58 )
Bungalow #3 - 2 Bed/1 Bath & Pool In Islamorada
2 2
apartment , Islamorada, Village of Islands
This charming cottage is situated in Islamorada, just a short distance from the Village of Islands' centre, offering easy access to fishing piers and the lively downtown area. It has received excellent ratings for location, cleanliness, and user experience, making it a great choice for a relaxing getaway. The cottage comfortably sleeps four guests in two bedrooms and one bathroom. Guests can enjoy a range of amenities, including a private backyard, a community pool, a fully equipped kitchen, a washer and dryer, a private porch, and bikes for exploring the area.
Islamorada, FL
01/01 – 28/02
₹31835/nighttotal: ₹1846430 (58 )
Spacious Newly Renovated 3 Bedroom, 2 Bath Home On The Canal In Islamorada, Fl
3 2
apartment , Islamorada, Village of Islands
This three-bedroom property in Tavernier, Islamorada, Village of Islands, is situated within 1 kilometre of the Florida Keys Dive Centre and Mangrove Marina, with John Pennekamp Coral Reef State Park and the Morada Way Arts & Cultural District also close by. This apartment accommodates six guests and features air conditioning, a terrace, parking, and two bathrooms, offering comfortable sleeping arrangements with a king, queen, and full bed for your stay.