Villa holiday rentals in Florida Keys
Find and book unique villas on Airbnb
Top-rated villa rentals in Florida Keys
Guests agree: These villas are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Florida Keys villa rentals
Private villa rentals
Villa in Duck Key
4.98 out of 5 average rating, 59 reviewsWaterfront Island Escape with Private Plunge Pool
29 Aug – 5 Sep
Villa in Marathon
4.95 out of 5 average rating, 56 reviewsVilla in Paradise. Plunge pool. Middle of the Keys
28 Jan – 4 Feb
Villa in Duck Key
4.82 out of 5 average rating, 49 reviewsVilla 5034 on Duck Key BOAT SLIP available
27 Jan – 3 Feb
Villa in Key Colony Beach
5.0 out of 5 average rating, 13 reviewsKeys Hideaway Completely Remodeled w/ Cabana Club
7–14 Oct
Villa in Key Colony Beach
5.0 out of 5 average rating, 9 reviewsFabulous Canal Front Villa, Private Pool in KCB!
23–30 Jan
Villa in Key Largo
4.96 out of 5 average rating, 52 reviewsMarina-Ocean view, New Kitchen, Lagoon 3/3 2100sf
9–16 Jan
Villa in Princeton
5.0 out of 5 average rating, 63 reviewsPerfect for your Family /The White House of Miami
2–9 Nov
Villa in Marco Island
4.88 out of 5 average rating, 48 reviewsBlue Marlin * a space where memories are made!
13–20 Nov
Luxury villa rentals
Villa in Miami
4.96 out of 5 average rating, 111 reviewsVilla Tulum Miami: Tropical Backyard Oasis
11–18 Jul
Villa in Hollywood
4.96 out of 5 average rating, 136 reviewsVOTED#1 VILLA-OVERSIZED POOL/B-BALL CT MIAMI/FLL
12–19 Apr
Villa in North Miami Beach
4.87 out of 5 average rating, 185 reviewsPrivate Tropical Oasis w/Pool + Yard + Basketball
7–14 Oct
Villa in Miami
4.98 out of 5 average rating, 47 reviewsPrime Brickell Villa: Huge Outdoor w/ Pool+Kitchen
30 May – 6 Jun
Villa in Marathon
5.0 out of 5 average rating, 9 reviewsWaterfront Home w/Dock, Pool, Bikes & SO MUCH MORE
24 Apr – 1 May
Villa in North Bay Village
4.87 out of 5 average rating, 23 reviews☆TROPICAL Villa with POOL ☆Private Island☆
4–11 Sep
Villa in Miami
4.94 out of 5 average rating, 96 reviewsNEW! "Villa Paradise" ~ Lux Gem ~ Pool ~ Game Room
1–8 Jan
Villa in Miami
5.0 out of 5 average rating, 23 reviewsCasa Le Jeune Luxury Villa in Coconut Grove
30 Jul – 6 Aug
Villa rentals with a pool
Villa in Oakland Park
4.99 out of 5 average rating, 88 reviewsThe Jungle House- Heated Pool + Tanning Ledge
10–17 Oct
Villa in Key Largo
4.92 out of 5 average rating, 100 reviewsKawama Yacht Club and Molasses Reef Marine
7–14 Nov
Villa in Hollywood
5.0 out of 5 average rating, 72 reviewsAlluring Villa, Stroll to Stunning Hollywood Beach
18–25 Dec
Villa in Naples
4.94 out of 5 average rating, 31 reviewsLakeview home in Briarwood with heated pool
30 Nov – 7 Dec
Villa in Miami
4.93 out of 5 average rating, 58 reviewsDeluxe house with amazing pool, games, BBcourt
6–13 Nov
Villa in Wilton Manors
5.0 out of 5 average rating, 47 reviews* NEW * VILLA LA VELOUR- Fort Lauderdale + POOL
7–14 Sep
Villa in Hollywood
4.93 out of 5 average rating, 86 reviewsSUN VILLA | Heated Pool Near Hard Rock & Beach
11–18 Nov
Villa in Naples
4.96 out of 5 average rating, 23 reviewsLovely 3-bed villa, Briarwood neighborhood, Naples
17–24 Sep
Destinations to explore
- Miami Holiday rentals
- Miami Beach Holiday rentals
- Fort Lauderdale Holiday rentals
- Boca Raton Holiday rentals
- Key West Holiday rentals
- Naples Holiday rentals
- West Palm Beach Holiday rentals
- Varadero Holiday rentals
- Havana Holiday rentals
- Nassau Holiday rentals
- Sarasota Holiday rentals
- Anna Maria Island Holiday rentals
- Villa rentals Miami
- Villa rentals United States
- Villa rentals Miami Beach
- Villa rentals Florida
- Villa rentals Fort Lauderdale
- House rentals Florida Keys
- Hotel rentals Florida Keys
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- Monthly Rentals Florida Keys
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- Fitness-friendly rentals Florida Keys
- Rentals with lake access Florida Keys
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- Serviced apartment rentals Florida Keys
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- Rentals with a kayak Florida Keys
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
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- Farm Houses United States
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