Resort holiday rentals in Florida Keys
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Top-rated resort rentals in Florida Keys
Guests agree: these resort rentals are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for resort rentals in Florida Keys
Family-friendly resort rentals
Resort in Key Biscayne
4.71 out of 5 average rating, 91 reviewsKey Biscayne Best
20–25 May
Hotel room in Key Largo
4.67 out of 5 average rating, 6 reviewsKey Largo Cottages w/ Free Sailboat, Kayaks + More
9–16 Sep
Resort in Key West
5.0 out of 5 average rating, 4 reviewsThe Galleon, Key West
Resort in Key West
4.82 out of 5 average rating, 11 reviews1BR Condo Banyan Tree, KeyWest #701/505
27 Jul – 3 Aug
Resort in Sunny Isles Beach
Oceanfront Suite at Resort
29 Dec – 5 Jan
Resort in Miami
4.82 out of 5 average rating, 222 reviewsFontainebleau Hotel 1 Bedroom Suite w/Balcony
19–26 Jul
Resort in Miami
4.63 out of 5 average rating, 261 reviewsFontainebleau Jr. Suite Tresor just Renovated
13–20 Jun
Resort rentals with a pool
Resort in Marathon
4.63 out of 5 average rating, 24 reviewsDeluxe Queen
20–27 Aug
Resort in Layton
4.54 out of 5 average rating, 67 reviews3 BEDROOM 3 BATHROOM ISLAND TOWN HOME
27 Aug – 3 Sep
Resort in Key West
5.0 out of 5 average rating, 3 reviewsHyatt Windward Pointe - Key West - Amazing Resort!
14–21 May
Resort in Marco Island
New Year's Eve in Marco Island!
Resort in Miami
Crescent Resort On South Beach - 2 Bedroom Condo
10–17 Mar
Hotel room in Hollywood
H Hollywood Resort 1 Bedroom Oceanview King
2–9 Aug
Resort in Miami
Marriott’s Villas at Doral 2 Bedroom
20–27 Jun
Resort in Key West
4.89 out of 5 average rating, 9 reviewsParrot's Perch
25 Jun – 2 Jul
Resort rentals with a gym
Resort in Miami
4.59 out of 5 average rating, 76 reviewsMiami Suites w/ Bay Views & Hotel Amenities ! ! !
1–8 Feb
Resort in Miami
4.65 out of 5 average rating, 20 reviewsFamous awarded W Hotel South Beach, Miami
9–16 Jan
Resort in Miami
5.0 out of 5 average rating, 22 reviewsVillas At Doral - 2 Bedroom
28 Jul – 4 Aug
Resort in Hollywood
4.72 out of 5 average rating, 18 reviewsCosta Hollywood Beach Resort THIS IS LIFE!
1–8 Aug
Resort in Fort Lauderdale
Convenient Stay! Onsite Pool, Parking
12–19 Sep
Resort in Marathon
Vacation is Calling! Pets Allowed, Onsite Pool
24–31 Jan
Resort in Miami
4.44 out of 5 average rating, 61 reviewsRooms with Balcony and Hotel Amenities: Miami, FL
9–16 Nov
Resort in Sunny Isles Beach
4.4 out of 5 average rating, 5 reviewsSunny Isles Beach Resort Next to the Pier up to 6
28 Jul – 4 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
- Resort rentals Miami
- Resort rentals United States
- Resort rentals Miami Beach
- Resort rentals Florida
- Resort rentals Fort Lauderdale
- House rentals Florida Keys
- Hotel rentals Florida Keys
- Townhouse rentals Florida Keys
- Monthly Rentals Florida Keys
- Rentals with beach access Florida Keys
- Apartment rentals Florida Keys
- Motorhome rentals Florida Keys
- Pet-friendly rentals Florida Keys
- Houseboat rentals Florida Keys
- Rentals with an accessible-height bed Florida Keys
- Family-friendly rentals Florida Keys
- Tiny house rentals Florida Keys
- Rentals with an EV charger Florida Keys
- Rentals with a washing machine and dryer Florida Keys
- Guest house rentals Florida Keys
- Rentals with an accessible-height toilet Florida Keys
- Smoking-friendly rentals Florida Keys
- Beach house rentals Florida Keys
- Villa rentals Florida Keys
- Flat rentals Florida Keys
- Wheelchair-accessible rentals Florida Keys
- Bungalow rentals Florida Keys
- Bed and breakfasts Florida Keys
- Rentals with a sauna Florida Keys
- Beach apartment rentals Florida Keys
- Boat rentals Florida Keys
- Family-friendly rentals Florida Keys
- Rentals with outdoor seating Florida Keys
- Mansion rentals Florida Keys
- Rentals with a cinema Florida Keys
- Fitness-friendly rentals Florida Keys
- Rentals with lake access Florida Keys
- Rentals with pools Florida Keys
- Serviced apartment rentals Florida Keys
- Rentals with a patio Florida Keys
- Campsite rentals Florida Keys
- Rentals with a firepit Florida Keys
- Private suite rentals Florida Keys
- Boutique hotel rentals Florida Keys
- Beachfront rentals Florida Keys
- Rentals with breakfast Florida Keys
- Cottage rentals Florida Keys
- Rentals with a hot tub Florida Keys
- Rentals with a fireplace Florida Keys
- Waterfront rentals Florida Keys
- 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
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom