This houseboat is situated in Tavernier, a short walk from Baker's Cay Resort Beach and Mariners Hospital, offering a peaceful escape from the hustle and bustle of everyday life. The property has excellent user, location, and cleanliness ratings, indicating a high-quality experience. This floating home features one bedroom and one bathroom, accommodating up to two guests. Amenities include a private pool, a terrace, and a garden, as well as internet access, air conditioning, and a kitchen with a fridge and microwave.
9.0 2594 reviews
Islamorada, FL
03/07 – 05/07
₹53580/nighttotal: ₹107160 (2 )
Chesapeake Beach Resort
1 2
resort , Islamorada, Village of Islands
Chesapeake Beach Resort is located in Islamorada, Florida, just two miles from Windley Key Fossil Reef Geological State Park and directly on the oceanfront, offering stunning ocean views and easy access to the beach. The resort has received very good ratings for location, cleanliness, and overall user experience. The resort offers a range of rooms and suites, all featuring a 37-inch flat-screen cable TV and a small refrigerator. Guests can enjoy an outdoor pool with ocean views, a Jacuzzi, a terrace or balcony, a garden, and a restaurant and bar on-site.
10 2 reviews
Islamorada, FL
03/07 – 05/07
₹54549/nighttotal: ₹109098 (2 )
Beach Retreat 2 Bedroom Ocean View, Pool & Beach
2 5
apartment , Tavernier
This Tavernier oceanfront apartment, near Key Largo and Islamorada, offers direct beach access and proximity to John Pennekamp Coral Reef State Park and Indian Key Historic State Park. The 79-square-metre property features two bedrooms (sleeping up to six guests), two bathrooms, a fully equipped kitchen (including fridge, microwave, and dishwasher), and access to resort amenities such as a swimming pool, hot tub, and tennis courts.
9.6 10 reviews
Islamorada, FL
03/07 – 10/07
₹73055/nighttotal: ₹511385 (7 )
Sunset Crush- Bayfront Property For The Perfect Sunset, Tavernier
3 8
apartment , Tavernier
This Tavernier waterfront property, three miles (4.8km) from Mariners Hospital and within six miles (9.7km) of Harry Harris Park and the Florida Keys Dive Centre, offers stunning views and easy access to local attractions. This three-bedroom house boasts 223 square metres of living space, sleeps ten guests, includes a fully equipped kitchen, laundry facilities, 2.5 bathrooms, barbecue grills, and free internet access.
Islamorada, FL
19/07 – 26/07
₹124338/nighttotal: ₹870366 (7 )
Deactivated Due To Bad Review And Low Productivity Compared To Other Listings.
4 9
house , Islamorada, Village of Islands
This beachfront property in Matecumbe, Islamorada, is situated near the Morada Way Arts & Cultural District and the Keys History & Discovery Centre, offering easy access to attractions within a 2.4km radius. The 194 square metre property comprises two villas, each with two king-size beds and a sofa bed, accommodating up to 12 guests, and boasts private patios with bayside views, access to a swimming pool, BBQ facilities, and water sports rentals, plus a 50% discount on admission to the Keys History & Discovery Centre as part of the resort fee.
Islamorada, FL
24/07 – 26/07
₹35956/nighttotal: ₹71912 (2 )
Seaside Villas W/ Ocean Views & Front Porch! Pool
1 2
resort , Islamorada, Village of Islands
The Seaside Villas W/ Ocean Views & Front Porch! Pool is located on a private beach in Islamorada, Village of Islands, offering direct access to coral reefs for diving and proximity to Windley Key Fossil Reef Geological State Park and the History of Diving Museum. This pet-friendly accommodation sleeps four guests in a 35-square-metre room featuring air conditioning, complimentary toiletries, and a TV, with a heated outdoor swimming pool and free parking available.
9.8 170 reviews
Islamorada, FL
24/07 – 26/07
₹45729/nighttotal: ₹91458 (2 )
Deja Blue Suite - Ocean Pointe 1409
2 2
apartment , Tavernier
This waterfront apartment in Tavernier is conveniently located just a short walk from Baker's Cay Resort Beach and Harry Harris Park, offering easy access to the beautiful beaches of the Florida Keys. The property has consistently received excellent ratings for its location, cleanliness, and overall experience. The apartment features two bedrooms and two bathrooms, spanning 91 square metres and comfortably accommodating up to six guests. Enjoy a range of amenities including a swimming pool, jacuzzi, tennis court, barbecue grills, and a fully equipped kitchen, all set within a beautiful garden area.
9.8 241 reviews
Islamorada, FL
09/07 – 12/07
₹50510/nighttotal: ₹151530 (3 )
Luxurious Suite+open Ocean Views+pool & Cabana Bar
2 5
apartment , Tavernier
This waterfront apartment is located in Tavernier, just a short walk from Baker's Cay Resort Beach and Harry Harris Park, offering a peaceful and relaxing atmosphere. The apartment has consistently received excellent ratings for its location, cleanliness, and overall experience. The apartment is spacious, covering 85 square metres and comfortably accommodating up to six guests. It features a fully equipped kitchen, a washing machine, a balcony, a Smart TV, and access to a swimming pool, spa, tennis court, and barbecue grills, ensuring a comfortable and enjoyable stay.
This apartment is located in Blue Waters, a 15-minute walk from Baker's Cay Resort Beach and Harry Harris Park, with Mariners Hospital and Florida Keys Dive Center within 5 kilometres. The accommodation has received excellent ratings for location, cleanliness and overall user experience. The apartment has a floor area of 77 square metres and can accommodate up to 6 guests. It comes with a private pool, a spa tub, barbecue grills, a washing machine, a sofa bed, and a fully equipped kitchen, ensuring a comfortable stay for families and groups.
This private beachfront villa in Islamorada's Matecumbe neighbourhood offers direct ocean views and is a short drive to the Keys History & Discovery Center and History of Diving Museum, with Indian Key Historic State Park and Windley Key Fossil Reef Geological State Park nearby. Spanning 418 square meters, this expansive property accommodates up to 12 guests across a central villa, a primary suite villa, and a guest suite wing, featuring a heated infinity pool, hot tub, a 100-meter ocean dock, and on-site water sports like kayaking and paddleboarding.
9.2 10 reviews
Islamorada, FL
09/10 – 12/10
₹37176/nighttotal: ₹111528 (3 )
Islamorada Paradise Overlooking The Fabulous Florida Bay.
3 2
apartment , Islamorada, Village of Islands
This Islamorada apartment, near Florida Bay, is conveniently located 5.1 km from Windley Key and 10.5 km from Upper Matecumbe Key. The 93 square metre property boasts three bedrooms, two bathrooms, sleeping six guests, and features an equipped kitchen, terrace, swimming pool, tennis court, and free Wi-Fi.
10 158 reviews
Islamorada, FL
20/06 – 27/06
₹41025/nighttotal: ₹287175 (7 )
Aquamarine Oceanview+special Rates+\ndock+pool+gym+spa+1535 Star Reviews!!!
2 6
apartment , Islamorada, Village of Islands
This waterfront apartment is situated in Islamorada's Matecumbe district, just a short distance from Bud n' Mary's Dive Center and Florida Keys Brewing Co., offering stunning views of the ocean and marina. The apartment has received excellent user ratings, indicating a high level of satisfaction among previous guests. The apartment is spacious, measuring 158 square metres and accommodating up to 6 guests. It features a range of amenities and activities, including a private dock, a heated pool, a hot tub, a fitness centre, lighted tennis courts, a clubhouse, and a well-equipped equipment closet.
Best Islamorada, FL lodging with a pool
Among the 1677 accommodations in Islamorada, FL, here are the 4 best ones with a pool
9.8 106 reviews
Islamorada, FL
24/07 – 26/07
₹43016/nighttotal: ₹86032 (2 )
Relax By Keys Waters [Ocean Pointe Suites 2209]
2 2
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.
9.6 18 reviews
Islamorada, FL
30/07 – 06/08
₹45252/nighttotal: ₹316764 (7 )
Double The Views: Florida Keys 1br With 2 Balconies & Pool Access
1 2
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.
9.8 176 reviews
Islamorada, FL
20/06 – 27/06
₹37698/nighttotal: ₹263886 (7 )
Seagulls Oceanfront End Unit, Wifi, Pool, Gym, Panoramic Ocean Views!
2 2
apartment , Islamorada, Village of Islands
This Tavernier apartment is situated on the beach, just 1.2 km from the Florida Keys Dive Center and 3 km from Mariners Hospital, with Islamorada County Park and Founders Park within a 10 km radius. Tavernier offers a peaceful retreat from the busier parts of Islamorada, making it a great choice for a relaxing holiday. The property has received excellent user ratings, suggesting a comfortable and enjoyable stay. This two-bedroom, two-bathroom apartment spans 109 square metres and can comfortably accommodate up to four guests. The apartment boasts a range of amenities, including a private pool, a fully equipped kitchen, free Wi-Fi, a DVD player, and direct beach access, making it perfect for families and groups looking for a relaxing and enjoyable stay.
Islamorada, FL
21/06 – 26/06
₹74667/nighttotal: ₹373335 (5 )
Ocean Front Cottage W/pool & Free Parking
1 2
apartment , Islamorada, Village of Islands
This beachfront holiday cottage in Islamorada, Village of Islands, offers direct ocean access and shared amenities with nearby sister resorts, accessible via water taxi or shuttle. This one-bedroom, one-bathroom accommodation sleeps up to four guests and includes complimentary kayak and paddleboard rentals, a heated swimming pool, and daily cleaning services, with pets permitted for a daily fee.
Best family friendly Islamorada, FL lodging
Among the 1677 accommodations in Islamorada, FL, here are the 4 best for families
9.8 43 reviews
Islamorada, FL
22/06 – 02/07
₹53696/nighttotal: ₹536960 (10 )
Keezy Dream House + Beach, Pool & Kayaks - Anglers Reef 119
2 2
apartment , Islamorada, Village of Islands
This waterfront property in Islamorada is located just 0.4 miles from Windley Key Fossil Reef Geological State Park and within 3 miles of Founders Park and Islamorada County Park. Guests consistently rate this property as excellent. The house has two bedrooms and can accommodate up to six guests. This family-friendly property offers a range of amenities, including a private pool, spa, a fully equipped kitchen, and a balcony with stunning views.
10 3 reviews
Islamorada, FL
08/09 – 06/10
₹19098/nighttotal: ₹534744 (28 )
Condo ∙ 2 Bedrooms ∙ 4 Guests
2 4
apartment , Islamorada, Village of Islands
This exceptional top-floor, ocean-view flat is situated on the ocean side in Islamorada, Village of Islands, at Mile Marker 83.2, offering direct access to a sandy beach and proximity to restaurants, fishing charters, diving, snorkelling, and the Dolphin Research Centre. This family-friendly condominium sleeps four guests across two bedrooms and two bathrooms, boasting a fully remodelled kitchen with granite counters and stainless steel appliances, a king bed in the master suite, two full beds in the second bedroom, air conditioning, a swimming pool, jacuzzi, spa, fitness centre, terrace, garden, and covered parking with trailer space, all within the Beacon Reef complex.
10 1 review
Islamorada, FL
30/07 – 06/08
₹36574/nighttotal: ₹256018 (7 )
Ocean Front Townhouse With Breathtaking Views!
1 2
apartment , Islamorada, Village of Islands
This oceanfront townhouse in Islamorada, Village of Islands, boasts direct beach access and is conveniently located near local restaurants and water activities, though precise distances aren't specified. Sleeping seven comfortably, this two-bedroom, one-bathroom property features a king-size bed, daybed, and pull-out sofa, a fully equipped kitchen, and access to a gated community with a heated pool and fishing pier; towels and linens are provided.
Islamorada, FL
03/07 – 10/07
₹392851/nighttotal: ₹2749957 (7 )
Private Beach / Heated Pool / Volleyball / Orchid
4 8
apartment , Islamorada, Village of Islands
This private tropical villa on Orchid Beach Key in Islamorada, Village of Islands, offers direct access to an expansive private beach with sweeping ocean views. This four-bedroom, four-bathroom residence accommodates up to eight guests and features a heated infinity pool, hot tub, private dock, tiki bar, and Gigabit Wi-Fi, with optional provisioning and private chef services available.
Frequently asked questions about accommodations in Islamorada, FL
What outdoor activities can visitors enjoy in and around Islamorada, FL?
Islamorada is a paradise for outdoor enthusiasts. You can go fishing, kayaking, paddleboarding, diving, and snorkeling. There are also several parks and nature trails to explore, like the Anne's Beach Park and the Indian Key Historic State Park.
When is the ideal time to plan a trip to Islamorada, FL?
The best time to visit Islamorada is during the winter months, from December to April, when the weather is warm and sunny. The summer months can be hot and humid, but it's still a great time to visit if you don't mind the heat. The hurricane season runs from June to November, so it's best to avoid travelling during this time.
What are the best walking or cycling routes in Islamorada, FL?
The Overseas Highway is a great place to go for a walk or bike ride. It's a scenic route that runs along the coast, and you can stop at various points to enjoy the views. There's also a dedicated bike path that runs along the Overseas Highway, which is a great option for families with young children.
What nearby towns or cities can be explored from Islamorada, FL?
Islamorada is a great base to explore the rest of the Florida Keys. You can easily drive to Key Largo, Marathon, and Key West. If you're looking for something a bit further afield, you can drive up to Miami, which is about a 2-hour drive.
What amenities can travelers expect from accommodations in Islamorada, FL?
Islamorada has a wide range of accommodation options, from budget-friendly motels to luxury resorts. Most accommodations offer swimming pools, restaurants, and bars. You can also find accommodations with private beaches, marinas, and other amenities.
Destinations nearby
Best Islamorada, FL accommodations with a balcony
10 2 reviews
Islamorada, FL
03/07 – 05/07
₹65461/nighttotal: ₹130922 (2 )
Family-friendly Vacay! Spacious Unit, Outdoor Pool, Steps From The Beach!
2 5
apartment , Tavernier
This two-bedroom apartment is located in Tavernier, Florida, just a short distance from the beach and close to the Florida Keys Dive Center and Bluefin Rock Harbor Marina. The surrounding area offers a peaceful and relaxed atmosphere, perfect for those seeking a tranquil getaway. The apartment spans 84 square metres and comfortably accommodates up to six guests. It features a range of amenities, including a swimming pool, a terrace, and a fully equipped kitchen, ensuring a comfortable and enjoyable stay.
10 2 reviews
Islamorada, FL
08/09 – 06/10
₹23074/nighttotal: ₹646072 (28 )
House ∙ 2 Bedrooms ∙ 6 Guests
2 4
house , Islamorada, Village of Islands
Villa Riolo, a gated oceanside property in Islamorada, Village of Islands, enjoys a canal-side location at Mile Marker 76.5, offering easy access to the ocean and other attractions in the Florida Keys. This two-bedroom, two-bathroom house sleeps six guests and boasts a private dock (suitable for boats up to 33ft), granite countertops, a fully equipped kitchen, and a balcony with stunning views; amenities include a spa, fitness centre, and bicycles.
This two-bedroom apartment is situated in the Ocean Pointe Suites gated resort community in Tavernier, directly on the Atlantic Ocean, just minutes from Tavernier Creek, offering direct access to both the bay and the ocean. It has received excellent ratings for its location, cleanliness, and overall experience. The 78 square metre property comfortably accommodates up to six guests, with two bathrooms and a queen-size Murphy bed in the living room. Amenities include a fully equipped kitchen, air conditioning, a swimming pool, a Jacuzzi, a terrace, a garden, parking, and internet access, as well as access to the resort's private beach, tennis courts, and waterfront café.
9.2 103 reviews
Islamorada, FL
18/07 – 22/07
₹32143/nighttotal: ₹128572 (4 )
Oceanfront Condo With Beach Access, Pool, Balcony, & Tennis - Marina Available
2 4
apartment , Tavernier
This oceanfront condominium in Tavernier offers direct water access and sweeping sea views, situated approximately 11 kilometres from the island's main attractions and near landmarks such as the Hurricane Monument and Caribbean Club Bar. This 69 square metre apartment accommodates up to six guests, featuring two bedrooms and two bathrooms, a fully equipped kitchen with a dishwasher, air conditioning, a private deck, and shared amenities including a swimming pool and tennis court, with opportunities for jet skiing, kayaking, and scuba diving nearby.
Best Islamorada, FL accommodations with a kitchen
Islamorada, FL
03/07 – 10/07
₹285603/nighttotal: ₹1999221 (7 )
Oceanview Living + Resort Perks | 4br Villa
4 8
apartment , Islamorada, Village of Islands
This four-bedroom, four-bathroom holiday villa in Islamorada, Village of Islands, is located in Matecumbe, offering proximity to Windley Key Fossil Reef Geological State Park and Indian Key Historic State Park, with cultural attractions like the History of Diving Museum and Keys History & Discovery Center also nearby. The villa accommodates eight guests with ocean views from its balconies, a spacious living room, a full kitchen, three en-suite king bedrooms, a twin room, a dedicated laundry room, and a 2-car garage for secure parking.
9.6 77 reviews
Islamorada, FL
03/07 – 05/07
₹49519/nighttotal: ₹99038 (2 )
Aqua Lodge Houseboat "Yellow Tail "
1 5
houseboat , Tavernier
This houseboat is located in Tavernier, within easy walking distance of Baker's Cay Resort Beach and Mariners Hospital, and a short drive from Florida Keys Dive Center and Harry Harris Park. The property has received excellent ratings for user experience, location, and cleanliness. The houseboat comfortably accommodates five guests and features a kitchen with a fridge and microwave oven, a bathroom, air conditioning, and a private swimming pool. Guests can enjoy a range of amenities, including a garden, parking, and internet access, as well as the unique experience of living on the water with direct access to the Tavernier waterways.
9.8 27 reviews
Islamorada, FL
17/10 – 26/10
₹43480/nighttotal: ₹391320 (9 )
Islamorada Luxury Waterfront Condo With Boat Slip
2 6
apartment , Islamorada, Village of Islands
This two-bedroom apartment is located in the Matecumbe district of Islamorada, just a short distance from mile marker 75, offering easy access to fishing, diving, and other water activities. It has been rated excellent by previous guests. The apartment is 139 square metres in size and comfortably sleeps up to 6 guests. It features a fully equipped kitchen, two master bedrooms with private bathrooms, a private boat slip, a heated swimming pool, a hot tub, a clubhouse, a fitness centre, tennis courts, gas barbeque grills, tennis equipment, beach chairs, and coolers.
9.8 29 reviews
Islamorada, FL
01/07 – 08/07
₹48641/nighttotal: ₹340487 (7 )
3/2 Condo Futura Yacht Club Pool, Dockage, Wifi, Dockage, Beach
3 2
apartment , Islamorada, Village of Islands
This waterfront condominium in Tavernier, located 108 kilometres south of Miami, offers prime access within the gated Futura Yacht Club community, close to Indian Key Historic State Park and the Hurricane Monument. This family-friendly, 118 square metre apartment boasts three bedrooms and two bathrooms, accommodating up to six guests with a private balcony, swimming pool, tennis courts, and a boat dockage for vessels up to 36 feet.