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Villas in Key West: Ultimate Getaways

Escape to tropical bliss! Discover the ultimate villa getaway in Key West, where stunning beaches, crystal-clear waters, and vibrant culture await.

Villas in Key West

Loft Villa Steps from Duval!
5.0/5
£361  night
4
2
1
Details View Offers
Harbor Walk Hideaways - The Pilar's Cottage | Pool
4.7/5
£182  night
4
1
1
Details View Offers
Poolside Queen Room Steps from Duval!
5.0/5
£263  night
2
1
1
Details View Offers
VillaVilla/close to everything/off st prking/close to everythingVilla/close to everything/off st prking/off st prking
4.7/5
£185  night
6
3
3
Details View Offers
Location In Down Town Key West WLocation In Down Town Key West W/ 2 Pools, Huge Private Roof Deck & Parking/ 2 Pools, Huge Private Roof Deck & Parking
4.9/5
£1317  night
16
7
7
Details View Offers
One Bedroom Deck Villa Steps from Duval!
5.0/5
£361  night
4
1
1
Details View Offers
Two Bedroom Two Bath Poolside Villa Steps from Duval!
5.0/5
£526  night
6
2
2
Details View Offers
Poolside Studio Villa Steps from Duval!
5.0/5
£301  night
2
1
1
Details View Offers
Harbor Walk Hideaways - Full Compound| Pool
5.0/5
£1585  night
14
4
3
Details View Offers
Coral Palm by AvantStay | Key West Walkable| Gated Community & Shared Pool
4.9/5
£342  night
6
4
3
Details View Offers
4-bedroom Modern Villa w4-bedroom Modern Villa w/ Guest House and resort style pool in serene Key West/ Guest House and resort style pool in serene Key West
£377  night
12
4
4
Details View Offers
CEASAR'S PARADISE - A MODERN LUXURY RETREAT WCEASAR'S PARADISE - A MODERN LUXURY RETREAT W/ 4+ Bedrooms/ 5.5 Baths/ 4+ BedroomsCEASAR'S PARADISE - A MODERN LUXURY RETREAT W/ 4+ Bedrooms/ 5.5 Baths/ 5.5 Baths
5.0/5
£538  night
10
5
6
Details View Offers
VILLA BELLA - AN EXCEPTIONAL 5VILLA BELLA - AN EXCEPTIONAL 5/4 ISLAND HOME-Convenient to Old Town/4 ISLAND HOME-Convenient to Old Town
5.0/5
£552  night
12
6
5
Details View Offers
Secret Villa II @ Old Town: with Private Pool, close to Duval!
5.0/5
£820  night
6
3
3
Details View Offers
Zen Villa - A Luxurious 3-bedroom Sanctuary with WiFi & a Pool in Old Key West
£323  night
7
3
4
Details View Offers
Downtown Duval Street Penthouse- Private Pool-Parking-Roof Deck- Walk Everywhere
4.9/5
£715  night
8
4
3
Details View Offers
Two Bedroom Two Bath Balcony Villa Steps from Duval!
5.0/5
£526  night
6
2
2
Details View Offers
Key West 2 BR Villa with full kitchen, ocean view with Infinity pool
£301  night
6
2
2
Details View Offers
Coral Villa by AvantStay | Close 2 DT Key West | Shared Pool & Patio!
4.6/5
£346  night
8
4
3
Details View Offers
Secret Villa I @ Old Town with Private Pool, close to Duval!
5.0/5
£775  night
6
3
3
Details View Offers

Why a holiday villa in Key West

Imagine waking up each morning to the sound of waves gently lapping against the shore and spending your days soaking up the warm tropical sun on pristine white beaches. A villa holiday in Key West is the ultimate way to experience this laid-back paradise, where the cares of everyday life melt away with every passing moment.

From the moment you arrive in Key West, you'll be enveloped in a sense of tranquility and relaxation that will stay with you long after your holiday has ended. With its stunning beaches, crystal-clear waters, and vibrant arts scene, there's no shortage of things to see and do on this charming island. And when it comes to finding the perfect place to call home during your visit, our villas in Key West are the ideal choice - offering luxurious comfort, stunning ocean views, and all the amenities you need to make your stay truly unforgettable.

When to rent a villa in Key West

When it comes to planning a villa holiday in Key West, one of the most important factors to consider is the weather. Located at the southernmost tip of Florida, Key West enjoys a subtropical climate with warm temperatures and high humidity levels throughout the year. The best time to visit Key West for a villa holiday is during the dry season, which typically runs from December to April. During this period, the weather is mild and pleasant, with average highs in the mid-70s to low 80s Fahrenheit (23-27°C). The sea is calm, and the sun shines brightly, making it an ideal time for outdoor activities like snorkeling, diving, and fishing.

If you're looking for a more vibrant atmosphere and don't mind the heat, consider visiting Key West during the peak season, which usually falls in October and November. During this period, the weather is warm, with average highs in the mid-80s Fahrenheit (29-30°C), and the ocean is calm, making it perfect for water sports. However, if you're not fond of crowds or high humidity, it's best to avoid visiting during the summer months of June to September, when temperatures can soar up to 90°F (32°C) and tropical storms are more likely to occur. Whatever time of year you choose to visit, be sure to book your villa well in advance to ensure availability.

Where to go in Key West

While Key West is a small island, it's surprisingly diverse when it comes to neighborhoods and atmospheres. If you're looking for a more lively vibe with plenty of restaurants, bars, and shops within walking distance, consider staying in Old Town or the historic district. These areas are perfect for those who want to be in the heart of the action, but still enjoy some peace and quiet when they need it. On the other hand, if you're seeking a more relaxed atmosphere with plenty of opportunities for beach time, nature walks, and water sports, consider staying in the Upper Keys or near Smathers Beach.

For a truly unique experience, look into villas located on the island's quieter side, such as in the area around Truman Avenue. Here, you'll find charming neighborhoods with a more laid-back atmosphere, perfect for couples celebrating a special occasion or families looking to relax and unwind together. Alternatively, consider staying near the famous Key West Beach, where you can wake up each morning to stunning sunrises and spend your days lounging on the beach or taking part in water activities like snorkeling or paddleboarding.

Picture of two young girls swimming in a pool with their floatation rings
Family friendly villas
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Picture of a Titleist golf ball on the edge of the hole on a golfing green
Villas near golf course
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Villas in Key West

Loft Villa Steps from Duval!
5.0/5
£361  night
4
2
1
Details View Offers
Harbor Walk Hideaways - The Pilar's Cottage | Pool
4.7/5
£182  night
4
1
1
Details View Offers
Poolside Queen Room Steps from Duval!
5.0/5
£263  night
2
1
1
Details View Offers
VillaVilla/close to everything/off st prking/close to everythingVilla/close to everything/off st prking/off st prking
4.7/5
£185  night
6
3
3
Details View Offers
Location In Down Town Key West WLocation In Down Town Key West W/ 2 Pools, Huge Private Roof Deck & Parking/ 2 Pools, Huge Private Roof Deck & Parking
4.9/5
£1317  night
16
7
7
Details View Offers
One Bedroom Deck Villa Steps from Duval!
5.0/5
£361  night
4
1
1
Details View Offers
Two Bedroom Two Bath Poolside Villa Steps from Duval!
5.0/5
£526  night
6
2
2
Details View Offers
Poolside Studio Villa Steps from Duval!
5.0/5
£301  night
2
1
1
Details View Offers
Harbor Walk Hideaways - Full Compound| Pool
5.0/5
£1585  night
14
4
3
Details View Offers
Coral Palm by AvantStay | Key West Walkable| Gated Community & Shared Pool
4.9/5
£342  night
6
4
3
Details View Offers
4-bedroom Modern Villa w4-bedroom Modern Villa w/ Guest House and resort style pool in serene Key West/ Guest House and resort style pool in serene Key West
£377  night
12
4
4
Details View Offers
CEASAR'S PARADISE - A MODERN LUXURY RETREAT WCEASAR'S PARADISE - A MODERN LUXURY RETREAT W/ 4+ Bedrooms/ 5.5 Baths/ 4+ BedroomsCEASAR'S PARADISE - A MODERN LUXURY RETREAT W/ 4+ Bedrooms/ 5.5 Baths/ 5.5 Baths
5.0/5
£538  night
10
5
6
Details View Offers
VILLA BELLA - AN EXCEPTIONAL 5VILLA BELLA - AN EXCEPTIONAL 5/4 ISLAND HOME-Convenient to Old Town/4 ISLAND HOME-Convenient to Old Town
5.0/5
£552  night
12
6
5
Details View Offers
Secret Villa II @ Old Town: with Private Pool, close to Duval!
5.0/5
£820  night
6
3
3
Details View Offers
Zen Villa - A Luxurious 3-bedroom Sanctuary with WiFi & a Pool in Old Key West
£323  night
7
3
4
Details View Offers
Downtown Duval Street Penthouse- Private Pool-Parking-Roof Deck- Walk Everywhere
4.9/5
£715  night
8
4
3
Details View Offers
Two Bedroom Two Bath Balcony Villa Steps from Duval!
5.0/5
£526  night
6
2
2
Details View Offers
Key West 2 BR Villa with full kitchen, ocean view with Infinity pool
£301  night
6
2
2
Details View Offers
Coral Villa by AvantStay | Close 2 DT Key West | Shared Pool & Patio!
4.6/5
£346  night
8
4
3
Details View Offers
Secret Villa I @ Old Town with Private Pool, close to Duval!
5.0/5
£775  night
6
3
3
Details View Offers