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Islamorada, FL villas
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522 Villa rentals in Islamorada, FL

Best Islamorada, FL villas and holiday homes with a pool

Among the 522 accommodations in Islamorada, FL, here are the 4 best villas and holiday homes with a pool

Island Time: Partial Ocean View, Ensuite Bedrooms, Free Dockage, Htd Pool - Islamorada, FL
10 2 reviews
Islamorada, FL
17/10 – 26/10
A$925/nighttotal: A$8325 (9 )

Island Time: Partial Ocean View, Ensuite Bedrooms, Free Dockage, Htd Pool

3 6
house , Islamorada, Village of Islands
This oceanfront villa is located within the gated Peaceful Palms community in Islamorada, offering convenient access to dining and marinas within a 15-kilometre drive, and is just 640 metres from the Theater of the Sea.
This 156 square metre house accommodates up to six guests across three bedrooms, each with an en-suite bathroom, and features a recreation level with a Peloton, bicycles, paddleboards, and a pool table, alongside access to a heated community pool and an oceanfront boat dock.
Modern And Coastal Ocean Pointe 2307 - Islamorada, FL
9.3 10 reviews
Islamorada, FL
18/07 – 22/07
A$498/nighttotal: A$1992 (4 )

Modern And Coastal Ocean Pointe 2307

2 4
house , Tavernier
This Tavernier holiday home, Ocean Pointe 2307 in Key Largo, is situated near Harry Harris Park Beach (a 15-minute walk), Pigeon Key (4.5km), and Windley Key (13km).
This 84 square metre property boasts two bedrooms, two bathrooms, sleeps eight guests, and includes a fully equipped kitchen, private patio with sea views, a shared swimming pool, Jacuzzi, garden, parking, and free Wi-Fi.
Tavernier Ocean Vista - Islamorada, FL
Islamorada, FL
25/07 – 01/08
A$1557/nighttotal: A$10899 (7 )

Tavernier Ocean Vista

5 5
house , Tavernier
Tavernier Ocean Vista, a five-bedroom holiday home in Tavernier, Florida, is situated 6.1km from Pigeon Key and 10.8km from Windley Key.
This spacious property sleeps 27 guests, boasting a private pool, free Wi-Fi, free parking, a fully equipped kitchen with dishwasher, and free bikes for exploring the local area, including on-site car rental.
Ocean's Fourteen:direct Ocean View-balconies-dock-htd Pool - Islamorada, FL
10 2 reviews
Islamorada, FL
30/07 – 06/08
A$1140/nighttotal: A$7980 (7 )

Ocean's Fourteen:direct Ocean View-balconies-dock-htd Pool

3 2
house , Islamorada, Village of Islands
This villa in Islamorada, Village of Islands, is located in the private Peaceful Palms community, offering oceanfront views and direct access, with the History of Diving Museum just 800 metres and Theater of the Sea 640 metres away.
This 156 square metre home accommodates six guests across three bedrooms and three bathrooms, featuring a private game room with a pool table, a community heated pool, an oceanfront boat dock, and included paddleboards and bicycles for exploring the area.

Best Islamorada, FL villas and holiday homes with a kitchen

Key Largo Baha Penthouse Ocean Pointe 1416 - Islamorada, FL
9.6 6 reviews
Islamorada, FL
23/07 – 26/07
A$538/nighttotal: A$1614 (3 )

Key Largo Baha Penthouse Ocean Pointe 1416

1 2
house , Tavernier
Key Largo Baha Penthouse Ocean Pointe 1416, situated in Key Largo, Florida, offers a 77 square metre, two-bedroom, two-bathroom apartment approximately 1.6km from Harry Harris Park Beach and conveniently located for exploring Pigeon Key, Windley Key, and John Pennekamp Coral Reef State Park.
This self-catering property sleeps seven guests and boasts a fully equipped kitchen, private patio with ocean views, swimming pool, jacuzzi, free Wi-Fi, and access to a washing machine.
Oceanfront 4br Villa | Resort Access + Bunks - Islamorada, FL
Islamorada, FL
03/07 – 10/07
A$4306/nighttotal: A$30142 (7 )

Oceanfront 4br Villa | Resort Access + Bunks

4 8
house , Islamorada, Village of Islands
This Islamorada villa, offering spectacular Atlantic Ocean views, is conveniently located near various attractions in the Village of Islands, though precise distances aren't specified.
The 3100 sq ft (approx. 287 sq m) property boasts four bedrooms, four bathrooms, and sleeps up to ten guests, featuring a full kitchen, swimming pool, Jacuzzi, and two-car garage; oceanfront access allows for immediate enjoyment of waterfront activities.
Island Time - Oceanview Balconies- Dock- Htd Pool - Islamorada, FL
Islamorada, FL
17/10 – 26/10
A$888/nighttotal: A$7992 (9 )

Island Time - Oceanview Balconies- Dock- Htd Pool

3 6
house , Islamorada, Village of Islands
This Islamorada villa is located a short walk from Windley Key and the Theater of the Sea, and 4.7 kilometres from Upper Matecumbe Key.
This spacious villa offers accommodation for 12 guests, featuring a private heated swimming pool, on-site spa, and complimentary WiFi, with a floor area of 156 square metres and four bathrooms.
Forever Views - Islamorada, FL
10 10 reviews
Islamorada, FL
25/07 – 01/08
A$1276/nighttotal: A$8932 (7 )

Forever Views

3 5
house , Islamorada, Village of Islands
This three-bedroom property is located in the Bay Harbour gated community at Mile Marker 77.5, just a short walk from a beach and less than 1.6 kilometres from Anne's Beach. This accommodation has received excellent ratings for its cleanliness, location and user experience.
The property offers a spacious layout, comfortably accommodating up to six guests. It has a fully equipped kitchen, a private dock, a screened terrace, a swimming pool, a spa, a fitness centre and a range of other amenities that make for a relaxing and enjoyable stay.

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Best Islamorada, FL villas and holiday homes with air conditioning

Bungalow House - Islamorada, FL
Islamorada, FL
08/09 – 06/10
A$335/nighttotal: A$9380 (28 )

Bungalow House

3 4
house , Islamorada, Village of Islands
This Islamorada holiday home is located near the Theater of the Sea and the History of Diving Museum, with Windley Key 2.7 kilometres and Upper Matecumbe Key 3 kilometres away.
This property offers three bedrooms accommodating up to five guests, featuring air conditioning, a swimming pool, a garden, free WiFi, and a fully equipped kitchen.
Islamorada House With Best Location. Lic # 24-0055 - Islamorada, FL
10 20 reviews
Islamorada, FL
17/10 – 26/10
A$973/nighttotal: A$8757 (9 )

Islamorada House With Best Location. Lic # 24-0055

2 6
house , Islamorada, Village of Islands
This waterfront villa in Islamorada is situated just 0.6 kilometres from Windley Key Fossil Reef Geological State Park and within 5 kilometres of Founders Park and Islamorada County Park. The property has received excellent user ratings, making it a popular choice for travellers seeking a comfortable and enjoyable stay.
The accommodation features two bedrooms and a sofa bed, comfortably accommodating up to six guests. Guests can enjoy a range of amenities including a private pool, garden, barbecue grills, free Wi-Fi, and a fully equipped kitchen.
Whispering Palms Sea Gulls 210 - Islamorada, FL
9.0 1 review
Islamorada, FL
24/12 – 02/01
A$1110/nighttotal: A$9990 (9 )

Whispering Palms Sea Gulls 210

2 2
house , Islamorada, Village of Islands
Whispering Palms Sea Gulls 210, a two-bedroom property in Key Largo, is situated approximately 8.5 km from both Windley Key and Pigeon Key.
This Islamorada holiday home boasts 110 square metres of living space, sleeping up to six guests and offering a private patio with sea views, a swimming pool, fitness centre, and fully equipped kitchen.
The Nest Villa & Marina In The Heart Of Islamorada - Islamorada, FL
9.7 15 reviews
Islamorada, FL
09/10 – 12/10
A$609/nighttotal: A$1827 (3 )

The Nest Villa & Marina In The Heart Of Islamorada

1 2
house , Islamorada, Village of Islands
This Islamorada waterfront villa offers easy walking access to local shops, restaurants, and a brewery, enjoying a central location within the Village of Islands.
The two-bedroom, two-bathroom property sleeps four guests and boasts a private rooftop sun terrace with Florida Bay views, a private jetty for swimming and snorkelling, and on-site parking for two cars, including space for a boat trailer (maximum boat size 26ft, launch up to 18ft).

Best Islamorada, FL villas and holiday homes with jacuzzi

Oceanfront + Resort Perks | 4br Villa (Sleeps 8) - Islamorada, FL
Islamorada, FL
09/07 – 12/07
A$4142/nighttotal: A$12426 (3 )

Oceanfront + Resort Perks | 4br Villa (Sleeps 8)

4 5
house , Islamorada, Village of Islands
This Islamorada villa, situated in the Village of Islands, offers spectacular Atlantic Ocean views and convenient access to local attractions.
The 3100 sq ft (approx. 287 sq m) property features four bedrooms, four bathrooms, and accommodates eight guests, boasting a full kitchen, swimming pool, jacuzzi, and fitness centre.
Lazy Daze Double King Suite Ocean Pointe 2310 - Islamorada, FL
8.8 12 reviews
Islamorada, FL
09/10 – 12/10
A$424/nighttotal: A$1272 (3 )

Lazy Daze Double King Suite Ocean Pointe 2310

2 2
house , Tavernier
Lazy Daze Double King Suite Ocean Pointe 2310, situated in Key Largo, Florida, offers convenient access to Harry Harris Park Beach (a 15-minute walk) and is 14.3 km from Windley Key Fossil Reef Geological State Park.
This 77 square metre self-catering property boasts two bedrooms, two bathrooms, sleeps six, and includes a private patio with ocean views, a swimming pool, Jacuzzi, and free Wi-Fi.
Sunrise Penthouse 3316 Ocean Pointe 1br 2ba - Islamorada, FL
Islamorada, FL
23/07 – 26/07
A$467/nighttotal: A$1401 (3 )

Sunrise Penthouse 3316 Ocean Pointe 1br 2ba

1 2
house , Tavernier
This holiday cottage in Tavernier is a 13-minute walk from Harry Harris Park Beach, 5 kilometres from Pigeon Key, and 14.5 kilometres from the Theatre of the Sea.
This 85 square metre holiday home accommodates up to 7 guests and features air conditioning, a hot tub, a garden, parking, and a fully equipped kitchen with a dishwasher and microwave.
Nauti Hideaway Ocean Pointe 2314 - Islamorada, FL
9.3 10 reviews
Islamorada, FL
18/07 – 22/07
A$498/nighttotal: A$1992 (4 )

Nauti Hideaway Ocean Pointe 2314

2 4
house , Tavernier
Nauti Hideaway Ocean Pointe 2314, situated in Key Largo, offers easy access to Harry Harris Park Beach (a 15-minute walk) and is within a short driving distance of John Pennekamp Coral Reef State Park (17.7km) and Windley Key (13km).
This two-bedroom, two-bathroom property boasts 77 square metres of space, sleeps seven guests, and includes a private patio with ocean views, a swimming pool, a Jacuzzi, free Wi-Fi, and a fully equipped kitchen.
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