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Islamorada Villas: Ultimate Ocean Getaway

Escape to paradise: Luxury villas await in Islamorada, where crystal-clear waters meet tropical bliss.

Villas in Islamorada

Relaxation at its Finest in Islamorada! Swimming Pool, Beach, Pet-friendly!
£629  night
6
2
1
Details View Offers
Ensuring a Very Comfortable & Memorable Stay, Near History of Diving Museum
£316  night
4
1
1
Details View Offers
Get Ready for Blissful Getaway, Near Islamorada Brewery & Distillery wGet Ready for Blissful Getaway, Near Islamorada Brewery & Distillery w/ Parking/ Parking
£213  night
4
1
1
Details View Offers
Ocean Front Villa, 3Ocean Front Villa, 3/4's acre of private beach! Serenity, Retreat, Island Life!/4's acre of private beach! Serenity, Retreat, Island Life!
£602  night
14
5
4
Details View Offers
Waterfront Escape: Bayfront Accommodation wWaterfront Escape: Bayfront Accommodation w/ Kitchen, Onsite Pool, Free Parking/ Kitchen, Onsite Pool, Free Parking
5.0/5
£437  night
6
2
2
Details View Offers
Hassle-free Stay! Garden View, wHassle-free Stay! Garden View, w/ Kitchenette, Steps from the Beach!/ Kitchenette, Steps from the Beach!
£163  night
4
1
1
Details View Offers
Isla Key Acaí: Waterfront Boutique Resort, Htd Pool, Dock, Walkable
4.0/5
£276  night
6
3
4
Details View Offers
Peaceful Palms #15 ~ 3 Bed Peaceful Palms #15 ~ 3 Bed / 3 Bath Islamorada Villa W/ Unobstructed Ocean Views/ 3 Bath Islamorada Villa WPeaceful Palms #15 ~ 3 Bed / 3 Bath Islamorada Villa W/ Unobstructed Ocean Views/ Unobstructed Ocean Views
£814  night
6
3
3
Details View Offers
Your Retreat in the Heart of Islamorada! Kitchenette, Outdoor Swimming Pool!
£222  night
4
1
1
Details View Offers
Breathtaking Bayfront Villa wBreathtaking Bayfront Villa w/ Private Patio & Living Area, Perfect For Couple/ Private Patio & Living Area, Perfect For Couple
£695  night
6
2
2
Details View Offers
Sunny Escape! Spacious Oceanfront Suite with Balcony! Beachfront Resort wSunny Escape! Spacious Oceanfront Suite with Balcony! Beachfront Resort w/ Pool!/ Pool!
£412  night
4
1
1
Details View Offers
Bayside Tranquility: 3 Relaxing Villa wBayside Tranquility: 3 Relaxing Villa w/ Spacious Living Area & Kitchen/ Spacious Living Area & Kitchen
5.0/5
£1452  night
18
6
6
Details View Offers
Excellent Choice for Families! Full Kitchen, Pool, Pet-friendly, Free Parking!
£1043  night
8
3
2
Details View Offers
Isla Mirabelle: Waterfront Boutique Resort, Htd Pool, Dock, Walkable
£357  night
6
3
4
Details View Offers
Best Value, Quality Stay with Free Parking, Near Islamorada Brewery & Distillery
£946  night
8
3
1
Details View Offers
Get Ready for Blissful Getaway! Near Sea Oats Beach! Pets are Allowed!
£198  night
6
1
1
Details View Offers
Relaxation at its Finest in Islamorada! Swimming Pool, Beach, Pet-friendly!
£717  night
6
2
1
Details View Offers
Your Majestic View in Islamorada! Swimming Pool, Kitchenette, Pets Allowed!
£786  night
8
2
2
Details View Offers
The Nest Villa & Marina with boat ramp, sun terrace, water views & pet friendly!
5.0/5
£245  night
4
2
2
Details View Offers
Your Ultimate Islamorada Escape! Beach, Swimming Pool, Pet-friendly Property!
£177  night
6
1
1
Details View Offers

Why a holiday villa in Islamorada

Islamorada is a tropical paradise located in the Florida Keys, offering an unparalleled vacation experience for those seeking relaxation and adventure. The area's stunning beaches, crystal-clear waters, and coral reefs make it a snorkeler and scuba diver's dream destination, while the nearby Everglades National Park provides a unique opportunity to explore the region's fascinating wildlife.

From luxury villas with breathtaking ocean views to tranquil retreats nestled in the midst of lush tropical gardens, Islamorada offers a wide range of accommodation options perfect for families, couples, and solo travelers alike. Whether you're looking to unwind on the beach, enjoy water sports, or take part in some of the area's renowned fishing tournaments, an Islamorada villa holiday is sure to provide an unforgettable experience that will leave you feeling refreshed, rejuvenated, and eager to return.

When to rent a villa in Islamorada

Islamorada's subtropical climate offers a pleasant weather experience throughout the year, with average temperatures ranging from 70°F to 80°F (21°C to 27°C). The best time to visit Islamorada for a villa holiday is from December to April, when the weather is mild and sunny, making it ideal for outdoor activities such as snorkeling, fishing, and kayaking. These months also bring a lower risk of hurricanes and tropical storms, providing a sense of security for visitors.

The summer months (May to June and September to November) are still pleasant, with warm temperatures and gentle breezes, although the humidity can be higher. However, it's worth noting that these periods coincide with the peak tourist season, which means more crowds and potentially higher prices for villas. If you're looking for a quieter experience, consider visiting during the shoulder season (April to May or September to November), when the weather is still lovely, and the atmosphere is more relaxed.

Where to go in Islamorada

Islamorada's picturesque landscape offers several unique neighborhoods and areas, each with its own charm and character. For those seeking a lively atmosphere, the Windley Key area is a great option, with its vibrant waterfront promenade and selection of restaurants, shops, and bars. In contrast, the Upper Matecumbe Key neighborhood provides a more laid-back ambiance, perfect for families or couples looking to unwind in a tranquil setting. Meanwhile, the Plantation Key area boasts some of Islamorada's most exclusive villas, often situated on private beaches and offering stunning ocean views.

Another popular option is the Long Point area, known for its picturesque beachside location and gentle breezes. This charming neighborhood offers a range of activities, including snorkeling, fishing, and kayaking, as well as several excellent restaurants serving fresh seafood and local cuisine. Whether you're looking for excitement or relaxation, Islamorada's various neighborhoods have something to offer, making it easy to find the perfect villa location to suit your vacation style and preferences.

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Family friendly villas
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Villas near golf course
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Villas in Islamorada

Relaxation at its Finest in Islamorada! Swimming Pool, Beach, Pet-friendly!
£629  night
6
2
1
Details View Offers
Ensuring a Very Comfortable & Memorable Stay, Near History of Diving Museum
£316  night
4
1
1
Details View Offers
Get Ready for Blissful Getaway, Near Islamorada Brewery & Distillery wGet Ready for Blissful Getaway, Near Islamorada Brewery & Distillery w/ Parking/ Parking
£213  night
4
1
1
Details View Offers
Ocean Front Villa, 3Ocean Front Villa, 3/4's acre of private beach! Serenity, Retreat, Island Life!/4's acre of private beach! Serenity, Retreat, Island Life!
£602  night
14
5
4
Details View Offers
Waterfront Escape: Bayfront Accommodation wWaterfront Escape: Bayfront Accommodation w/ Kitchen, Onsite Pool, Free Parking/ Kitchen, Onsite Pool, Free Parking
5.0/5
£437  night
6
2
2
Details View Offers
Hassle-free Stay! Garden View, wHassle-free Stay! Garden View, w/ Kitchenette, Steps from the Beach!/ Kitchenette, Steps from the Beach!
£163  night
4
1
1
Details View Offers
Isla Key Acaí: Waterfront Boutique Resort, Htd Pool, Dock, Walkable
4.0/5
£276  night
6
3
4
Details View Offers
Peaceful Palms #15 ~ 3 Bed Peaceful Palms #15 ~ 3 Bed / 3 Bath Islamorada Villa W/ Unobstructed Ocean Views/ 3 Bath Islamorada Villa WPeaceful Palms #15 ~ 3 Bed / 3 Bath Islamorada Villa W/ Unobstructed Ocean Views/ Unobstructed Ocean Views
£814  night
6
3
3
Details View Offers
Your Retreat in the Heart of Islamorada! Kitchenette, Outdoor Swimming Pool!
£222  night
4
1
1
Details View Offers
Breathtaking Bayfront Villa wBreathtaking Bayfront Villa w/ Private Patio & Living Area, Perfect For Couple/ Private Patio & Living Area, Perfect For Couple
£695  night
6
2
2
Details View Offers
Sunny Escape! Spacious Oceanfront Suite with Balcony! Beachfront Resort wSunny Escape! Spacious Oceanfront Suite with Balcony! Beachfront Resort w/ Pool!/ Pool!
£412  night
4
1
1
Details View Offers
Bayside Tranquility: 3 Relaxing Villa wBayside Tranquility: 3 Relaxing Villa w/ Spacious Living Area & Kitchen/ Spacious Living Area & Kitchen
5.0/5
£1452  night
18
6
6
Details View Offers
Excellent Choice for Families! Full Kitchen, Pool, Pet-friendly, Free Parking!
£1043  night
8
3
2
Details View Offers
Isla Mirabelle: Waterfront Boutique Resort, Htd Pool, Dock, Walkable
£357  night
6
3
4
Details View Offers
Best Value, Quality Stay with Free Parking, Near Islamorada Brewery & Distillery
£946  night
8
3
1
Details View Offers
Get Ready for Blissful Getaway! Near Sea Oats Beach! Pets are Allowed!
£198  night
6
1
1
Details View Offers
Relaxation at its Finest in Islamorada! Swimming Pool, Beach, Pet-friendly!
£717  night
6
2
1
Details View Offers
Your Majestic View in Islamorada! Swimming Pool, Kitchenette, Pets Allowed!
£786  night
8
2
2
Details View Offers
The Nest Villa & Marina with boat ramp, sun terrace, water views & pet friendly!
5.0/5
£245  night
4
2
2
Details View Offers
Your Ultimate Islamorada Escape! Beach, Swimming Pool, Pet-friendly Property!
£177  night
6
1
1
Details View Offers