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 villa rentals in Florida Keys
Private villa rentals
Villa in Duck Key
4.84 out of 5 average rating, 19 reviewsFamily Friendly Sunset Oasis!
22–29 Oct
Villa in Duck Key
4.98 out of 5 average rating, 57 reviewsWaterfront Island Escape with Private Plunge Pool
29 Aug – 5 Sep
Villa in Duck Key
4.91 out of 5 average rating, 23 reviewsVilla 5028 on Duck Key BOAT SLIP available
6–13 Sep
Villa in Duck Key
5.0 out of 5 average rating, 48 reviewsDuck Key *Bliss* Private Pool & Patio
30 Oct – 6 Nov
Villa in Key Colony Beach
5.0 out of 5 average rating, 9 reviewsFabulous Canal Front Villa, Private Pool in KCB!
11–18 Nov
Villa in Key Largo
4.96 out of 5 average rating, 52 reviewsMarina-Ocean view, New Kitchen, Lagoon 3/3 2100sf
13–20 Sep
Villa in Miami
4.94 out of 5 average rating, 99 reviewsModern Casa Alegre 2bed/2bath with Pool
1–8 Oct
Villa in Miami
4.89 out of 5 average rating, 56 reviewsThe tropical paradise villa "wonderful pool"
16–23 Jan
Luxury villa rentals
Villa in Miami
4.96 out of 5 average rating, 110 reviewsVilla Tulum Miami: Tropical Backyard Oasis
29 Oct – 5 Nov
Villa in North Miami Beach
4.87 out of 5 average rating, 185 reviewsPrivate Tropical Oasis w/Pool + Yard + Basketball
23–30 Jul
Villa in Miami
5.0 out of 5 average rating, 23 reviewsCasa Le Jeune Luxury Villa in Coconut Grove
25 Jul – 1 Aug
Villa in North Bay Village
4.87 out of 5 average rating, 23 reviews☆TROPICAL Villa with POOL ☆Private Island☆
13–20 Aug
Villa in Miami
4.94 out of 5 average rating, 36 reviewsDesign District/Wynwood Heated Pool, Grill, Games
27 Jun – 4 Jul
Villa in Miami
4.84 out of 5 average rating, 37 reviewsVilla Azur- Salt Water Heated Pool-BKT Court
4–11 Sep
Villa in Miami
4.98 out of 5 average rating, 94 reviewsLuxury in Design District/Wynwood Heated Pool
9–16 Sep
Villa in Miami
5.0 out of 5 average rating, 6 reviewsDesigner LUXE Waterfront-4BDR-Pool-Aventura Mall
14–21 Aug
Villa rentals with a pool
Villa in Hollywood
4.88 out of 5 average rating, 109 reviewsVilla Azur-Cheerful 5 Bedroom House Brand New
2–9 Sep
Villa in Fort Lauderdale
4.89 out of 5 average rating, 125 reviewsHidden Gem Vacation Villa w/Private Heated Pool &
2–9 Dec
Villa in Miami
4.94 out of 5 average rating, 95 reviewsNEW! "Villa Paradise" ~ Lux Gem ~ Pool ~ Game Room
29 Jan – 5 Feb
Villa in Key Largo
4.92 out of 5 average rating, 100 reviewsKawama Yacht Club and Molasses Reef Marine
1–8 Feb
Villa in Miami
4.97 out of 5 average rating, 30 reviewsLuxurious Modern Villa Htd Pool Basketball Crt
31 Mar – 7 Apr
Villa in Hollywood
4.93 out of 5 average rating, 86 reviewsSUN VILLA | Heated Pool Near Hard Rock & Beach
11–18 Nov
Villa in Hollywood
4.9 out of 5 average rating, 49 reviewsLuxury 3BRs Home 4mins to Ocean with Heated Pool
28 Sep – 5 Oct
Villa in Hollywood
5.0 out of 5 average rating, 50 reviewsYehuda’s Tropical Villa with Heated Infinity Pool
31 Jul – 7 Aug
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
- Rentals with a patio Florida Keys
- Beach house rentals Florida Keys
- Private suite rentals Florida Keys
- Tiny house rentals Florida Keys
- Hotel rentals Florida Keys
- Beach apartment rentals Florida Keys
- Rentals with an EV charger Florida Keys
- Rentals with a washing machine and dryer Florida Keys
- Rentals with a kayak Florida Keys
- Mansion rentals Florida Keys
- Rentals with a cinema Florida Keys
- Wheelchair-accessible rentals Florida Keys
- Motorhome rentals Florida Keys
- Rentals with an accessible-height bed Florida Keys
- Family-friendly rentals Florida Keys
- Townhouse rentals Florida Keys
- Monthly Rentals Florida Keys
- Campsite rentals Florida Keys
- Rentals with pools Florida Keys
- Bungalow rentals Florida Keys
- Houseboat rentals Florida Keys
- Smoking-friendly rentals Florida Keys
- House rentals Florida Keys
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- Boat rentals Florida Keys
- Pet-friendly rentals Florida Keys
- Resort rentals Florida Keys
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- Rentals with a firepit Florida Keys
- Family-friendly rentals Florida Keys
- Rentals with outdoor seating Florida Keys
- Rentals with a fireplace Florida Keys
- Waterfront rentals Florida Keys
- Boutique hotel rentals Florida Keys
- Guest house rentals Florida Keys
- Beachfront rentals Florida Keys
- Rentals with an accessible-height toilet Florida Keys
- Flat rentals Florida Keys
- Serviced apartment rentals Florida Keys
- Rentals with a sauna Florida Keys
- Bed and breakfasts Florida Keys
- Rentals with lake access Florida Keys
- Fitness-friendly rentals Florida Keys
- Rentals with breakfast Florida Keys
- Rentals with a hot tub Florida Keys
- Rentals with beach access Florida Keys
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
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- Pet-Friendly Vacation Rentals United States
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