Places to stay in Islamorada, FL

1677 available accommodation offers

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Islamorada, FL place to stay
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1677 Best places to stay in Islamorada, FL

Best Islamorada, FL lodgings with a pool

Among the 1677 accommodations in Islamorada, FL, here are the 4 best ones with a pool

Beautiful Island Home In Anglers Reef! Ocean Front Community. Pool & Boat Slip. - Islamorada, FL
10 148 reviews
Islamorada, FL
17/10 – 26/10
SG$467/nighttotal: SG$4203 (9 )

Beautiful Island Home In Anglers Reef! Ocean Front Community. Pool & Boat Slip.

2 6
apartment , Islamorada, Village of Islands
This boat is situated in the exclusive gated community of Anglers Reef, located at Mile Marker 85 in Islamorada, just a short distance from the beach, Florida Keys Brewing Co., and Florida Keys Dive Center. The boat has been rated excellent by previous guests and offers a private and secure environment for travellers.
The boat features two bedrooms and three bathrooms, comfortably accommodating up to six guests. It includes a range of amenities, such as a fully equipped kitchen, air conditioning, a swimming pool, a terrace, a garden, a spa, parking, and complimentary paddleboards and kayaks for exploring the nearby sandbar, fishing, or investigating the mangrove shoreline.
Bliss On The Beach! - Islamorada, FL
Islamorada, FL
08/09 – 06/10
SG$160/nighttotal: SG$4480 (28 )

Bliss On The Beach!

1 4
house , Islamorada, Village of Islands
This Islamorada holiday home, in a gated community offering easy access to the village's attractions, provides direct water access and stunning sunset views.
The two-bedroom, two-bathroom property sleeps four, boasts a private dock, a shared swimming pool and clubhouse, and requires a minimum 28-day stay.
Better Choice For Your Vacation! 2 Pet-friendly Units, Free Breakfast, Pool - Islamorada, FL
Islamorada, FL
18/07 – 22/07
SG$728/nighttotal: SG$2912 (4 )

Better Choice For Your Vacation! 2 Pet-friendly Units, Free Breakfast, Pool

2 4
apartment , Islamorada, Village of Islands
This Islamorada, Florida Keys apartment rental is conveniently located near Indian Key Historic State Park and San Pedro Underwater Archaeological Preserve State Park, offering easy access to local attractions.
The 50 square metre self-catering property features two bedrooms, two bathrooms, sleeps eight guests, and includes amenities such as a swimming pool, free parking, and access to kayaks and paddleboards.
Luxurious 2br Beachfront Condo | Steps To Pool & Ocean | Ocean Pointe Resort - Islamorada, FL
9.0 96 reviews
Islamorada, FL
18/07 – 22/07
SG$467/nighttotal: SG$1868 (4 )

Luxurious 2br Beachfront Condo | Steps To Pool & Ocean | Ocean Pointe Resort

2 4
apartment , Tavernier
This two-bedroom apartment in Tavernier is conveniently located within a 15-minute walk of Baker's Cay Resort Beach and Harry Harris Park, offering easy access to Tavernier's laid-back charm. The apartment has received excellent user and location ratings and a very good cleanliness rating.
The apartment comfortably accommodates up to six guests and features a fully equipped kitchen, two bathrooms, a washing machine, and a coffee/tea maker. Enjoy relaxing amenities like a TV, internet access, and a terrace/balcony, as well as the convenience of parking and an elevator.

Best family friendly Islamorada, FL lodging

Among the 1677 accommodations in Islamorada, FL, here are the 4 best for families

House ∙ 4 Bedrooms ∙ 8 Guests - Islamorada, FL
Islamorada, FL
03/07 – 10/07
SG$1653/nighttotal: SG$11571 (7 )

House ∙ 4 Bedrooms ∙ 8 Guests

4 8
house , Islamorada, Village of Islands
This oceanfront villa is located in Islamorada's Arts and Culture District, approximately 145 kilometres from Miami, with bay access suitable for seaplanes.
This family-friendly residence accommodates eight guests across four bedrooms and four bathrooms, boasting a 26-metre lagoon-style pool, a private 49-metre white sand beach, and an 86-metre day dock with the potential for a 10-metre boat slip.
4409 Ocean Pointe Suites - Islamorada, FL
9.6 109 reviews
Islamorada, FL
09/07 – 12/07
SG$653/nighttotal: SG$1959 (3 )

4409 Ocean Pointe Suites

2 5
apartment , Tavernier
This Tavernier beach apartment is conveniently located within a 15-minute walk of Baker's Cay Resort Beach and Harry Harris Park, offering a peaceful escape from the hustle and bustle. It has received excellent user ratings, making it a popular choice for travellers. The two-bedroom property can accommodate up to six guests and features a fully equipped kitchen, a balcony, and a swimming pool. The property also offers a range of amenities, including a tennis court, a garden, and a jacuzzi, perfect for a relaxing and enjoyable stay.
Islander Resort - Islamorada, FL
9.0 4004 reviews
Islamorada, FL
07/07 – 11/07
SG$3589/nighttotal: SG$14356 (4 )

Islander Resort

4 14
resort , Islamorada, Village of Islands
Islander Resort is situated directly on the beach in Islamorada, offering easy access to the beautiful waters of the Florida Keys and the area's attractions. The resort has received very good ratings for its overall experience, with excellent marks for its location and cleanliness.
The resort provides spacious rooms with private porches or lanais, perfect for enjoying the tropical ambiance. Guests can enjoy a range of amenities including swimming pools, a bar and restaurant, a spa, a fitness centre, and a concierge service.
Anglers Reef Is Oceanfront, Blue Marlin House2/2.5 - Islamorada, FL
9.7 41 reviews
Islamorada, FL
17/10 – 26/10
SG$479/nighttotal: SG$4311 (9 )

Anglers Reef Is Oceanfront, Blue Marlin House2/2.5

2 6
apartment , Islamorada, Village of Islands
The Blue Marlin house, a Key West-style property in Islamorada's Anglers Reef neighbourhood, is situated approximately 0.03 kilometres from an oceanfront pool and dock (fee applies).
This two-bedroom, two-bathroom villa sleeps six guests and offers a fully equipped kitchen, air conditioning, a private garden, swimming pool access, complimentary paddleboards and kayaks, and proximity to a second, rentable house ideal for larger groups.

Frequently asked questions about accommodations in Islamorada, FL

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Best Islamorada, FL accommodations with a balcony

Bayberry Key: Waterfront Htd Pool, Free Boat Dockage Sep-oct Only! - Islamorada, FL
9.8 6 reviews
Islamorada, FL
20/06 – 27/06
SG$752/nighttotal: SG$5264 (7 )

Bayberry Key: Waterfront Htd Pool, Free Boat Dockage Sep-oct Only!

3 6
house , Islamorada, Village of Islands
This Islamorada villa is conveniently located within a 1.6km walk of the Islamorada Brewery & Distillery and Keys History & Discovery Centre, with the History of Diving Museum a short 2.4km distance away.
This 156 square metre, three-bedroom property sleeps six guests and boasts a private pool, spa, fully equipped kitchen, and free Wi-Fi, alongside concierge services.
Family Fun Oceanside! Condo With Pool + Beach - Islamorada, FL
9.8 183 reviews
Islamorada, FL
18/07 – 22/07
SG$574/nighttotal: SG$2296 (4 )

Family Fun Oceanside! Condo With Pool + Beach

2 4
apartment , Tavernier
This family-friendly apartment is located in Tavernier, a short 5 kilometre walk from Baker's Cay Resort Beach and Harry Harris Park, with Mariners Hospital and Florida Keys Dive Center within a 5 kilometre radius. The accommodation has excellent user, location and cleanliness ratings.
The apartment has 2 bedrooms and 2 bathrooms spread over 84 square metres and can comfortably accommodate up to 4 guests. Amenities include a fully equipped kitchen, a washing machine, free Wi-Fi, a swimming pool, a jacuzzi, a terrace, a garden, a spa, a tennis court, and parking.
Islamorada Anglers Reef! Sandbar Bungalow Villa" Amazing! Middle Row Location! - Islamorada, FL
9.8 163 reviews
Islamorada, FL
20/06 – 27/06
SG$679/nighttotal: SG$4753 (7 )

Islamorada Anglers Reef! Sandbar Bungalow Villa" Amazing! Middle Row Location!

2 2
apartment , Islamorada, Village of Islands
This Islamorada holiday home is situated on the beach, just a few kilometres from Windley Key Fossil Reef Geological State Park, Founders Park, and Rain Barrel Village. The property is highly rated, with guests consistently praising its excellent location and amenities.
This two-bedroom property can accommodate up to six guests and features a fully equipped kitchen, air conditioning, a swimming pool, and a terrace. Guests can enjoy direct beach access, a garden, a spa, and parking, as well as a range of activities including fishing, snorkeling, diving, and boating.
Beacon Reef 501 - Islamorada, FL
Islamorada, FL
08/09 – 06/10
SG$296/nighttotal: SG$8288 (28 )

Beacon Reef 501

2 4
house , Islamorada, Village of Islands
Beacon Reef 501 is a beachfront villa in Islamorada, Village of Islands, situated 2.1 kilometres from the Theater of the Sea and 2.4 kilometres from Upper Matecumbe Key.
This two-bedroom villa accommodates up to seven guests and features a jacuzzi, spa, fitness centre, water park access, and complimentary WiFi, with sea views from the terrace.

Best Islamorada, FL accommodations with a kitchen

4 Flr |2 Mastr |Oceanview |Jacuzzi |Beach |Marina - Islamorada, FL
9.9 285 reviews
Islamorada, FL
28/06 – 01/07
SG$464/nighttotal: SG$1392 (3 )

4 Flr |2 Mastr |Oceanview |Jacuzzi |Beach |Marina

2 5
apartment , Tavernier
This oceanfront apartment is located in Tavernier at mile marker 92, within the gated resort community of Ocean Pointe, directly across from the pool, and is within walking distance of a small grocery store, a restaurant/bar, and a gas station. The apartment has consistently received excellent ratings for its location, cleanliness, and overall user experience.
The accommodation offers 79 square metres of living space, comfortably sleeping up to 6 guests in its two bedrooms and two bathrooms. Guests can enjoy a range of on-site amenities, including a swimming pool, a Jacuzzi, a terrace, a garden, a fitness centre, and parking, alongside direct ocean views, a fully equipped kitchen, and access to a boat ramp and marina.
2br Condo W/ Ocean View, Pool & Tropical Setting - Islamorada, FL
9.6 4 reviews
Islamorada, FL
02/07 – 05/07
SG$585/nighttotal: SG$1755 (3 )

2br Condo W/ Ocean View, Pool & Tropical Setting

2 5
apartment , Tavernier
This Tavernier oceanfront apartment, near Key Largo and Islamorada, offers private beach access and is conveniently located for exploring John Pennekamp Coral Reef State Park and Jacob's Aquatic Centre.
The 79 square metre (850 square foot) property sleeps six guests in two bedrooms and two bathrooms, boasting a fully equipped kitchen, swimming pool, parking, and internet access; kayaking and motor boating opportunities are also nearby.
Ocean Pointe 2309 - Islamorada, FL
8.8 10 reviews
Islamorada, FL
03/07 – 05/07
SG$920/nighttotal: SG$1840 (2 )

Ocean Pointe 2309

2 5
house , Tavernier
Ocean Pointe 2309, a beachfront property in Tavernier, Florida, offers ocean views and is a 14-minute walk from Harry Harris Park Beach and 4.8km from Pigeon Key.
This two-bedroom, two-bathroom house boasts 85 square metres of floor space, sleeps up to 11 guests, and includes a private pool, bar, free Wi-Fi, and parking.
Key Largo 2br - Partial Ocean Views, Pool & Beach - Islamorada, FL
8.8 3 reviews
Islamorada, FL
03/07 – 05/07
SG$711/nighttotal: SG$1422 (2 )

Key Largo 2br - Partial Ocean Views, Pool & Beach

2 5
apartment , Tavernier
This Tavernier oceanfront condo, near Key Largo and Islamorada, offers direct beach access and proximity to John Pennekamp Coral Reef State Park and Jacob's Aquatic Centre.
The 79 square metre (850 square foot) apartment sleeps six, featuring two bedrooms, two bathrooms, a fully equipped kitchen (fridge, microwave, dishwasher), air conditioning, a swimming pool, parking, and internet access; resort amenities include a junior Olympic-sized swimming pool, hot tub, and tennis courts.
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