Resort vacation rentals in Caribbean

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Top-rated resort rentals in Caribbean

Guests agree: these resort rentals are highly rated for location, cleanliness, and more.

Guest favorite
Resort in East End, U.S. Virgin Islands
Point Pleasant USVI - Villa Sea Song - Waterfront
Built elevated above the tropical landscape in a glorious oceanfront setting, VILLA SEA SONG combines the finest in Caribbean style with an exquisite Balinese interior theme. This is a newly renovated private resort villa with Amazing Views overlooking Pineapple Beach, St. John, and the British Virgin Islands. Steps from the beach, its surrounded by spectacular ocean vistas and cooled by constant trade winds. If this villa is booked, don't worry! I also have other villas that may be available.
Dec 23 – 30
$345 per night
4.84 out of 5 average rating, 194 reviews
Guest favorite
Resort in East End, U.S. Virgin Islands
Point Pleasant - USVI - Villa East - Waterfront
Built elevated above the tropical landscape in a glorious oceanfront setting, VILLA EAST combines the finest in Caribbean style with an exquisite Balinese interior theme. This is a newly renovated private resort villa with amazing views overlooking Pineapple Beach, St. John, and the British Virgin Islands. Steps from the beach, Its surrounded by spectacular ocean vistas and cooled by constant trade winds. If Villa East is booked, don't worry! I also have other villas that may be available.
Jul 23 – 30
$189 per night
4.85 out of 5 average rating, 409 reviews
Superhost
Resort in Smith Bay, U.S. Virgin Islands
Romantic Private Pool. New Remodel @ Sapphire
Privacy is located at Pavilions and Pools. It's a 5 minute walk, on flat land, to Sapphire Beach. The National Park, with gorgeous Lindquist Beach, is on the other side of the resort. Huge, private, outdoor area with lights, BBQ. Villa features new, high gloss, tile floors; 4 poster bed with king mattress; beautiful shower and a newly furnished living room We offer an airport pick up with a supermarket stop. Perfect alone time is our specialty for honeymoons and anniversaries.
Jul 16 – 23
$238 per night
4.83 out of 5 average rating, 240 reviews

Popular amenities for Caribbean resort rentals

Family-friendly resort rentals

Guest favorite
Resort in Puerto Plata, Dominican Republic
Lifestyle Suite Vip Gold All Inclusive Included
Jan 11 – 18
$175 per night
4.85 out of 5 average rating, 13 reviews
Resort in Philipsburg, Sint Maarten
Simpson Bay Resort and Marina
Jun 19 – 26
$300 per night
5.0 out of 5 average rating, 3 reviews
Superhost
Resort in VI, U.S. Virgin Islands
Studio Condo within a Beachfront Luxury Resort
May 22 – 29
$213 per night
4.8 out of 5 average rating, 172 reviews
Superhost
Resort in Miami, Florida
Fontainebleau Hotel Jr. Suite Sorrento w/Parking
Apr 11 – 18
$392 per night
4.78 out of 5 average rating, 230 reviews
Superhost
Resort in Fort Lauderdale, Florida
Ocean Manor Resort Ft Lauderdale Beach 1300sq.ft.
Jun 29 – Jul 6
$419 per night
4.63 out of 5 average rating, 62 reviews
Superhost
Resort in Ocho Rios, Jamaica
Ocho Rios SandCastles Resorts # C9
May 13 – 20
$94 per night
4.51 out of 5 average rating, 39 reviews
Guest favorite
Resort in Río Grande, Puerto Rico
Wyndham Riomar Villa with 2 Golf Carts
Oct 24 – 31
$379 per night
4.84 out of 5 average rating, 61 reviews
Guest favorite
Resort in Grace Bay, Turks & Caicos Islands
Villa Renaissance - Peloton In Unit
Nov 26 – Dec 3
$625 per night
5.0 out of 5 average rating, 32 reviews
Superhost
Resort in Road Town, British Virgin Islands
Fort Recovery Villa and Suites hotel 1BR deluxe
Nov 18 – 25
$225 per night
5.0 out of 5 average rating, 4 reviews
Guest favorite
Resort in Pompano Beach, Florida
Palm Aire 2 Bd No Resort Fees
$236 per night
4.89 out of 5 average rating, 19 reviews
Guest favorite
Hotel room in Fort Lauderdale, Florida
Ft Lauderdale's Marriott's BeachPlace Towers 2bdr
Oct 28 – Nov 4
$387 per night
5.0 out of 5 average rating, 5 reviews
Guest favorite
Resort in Noord, Aruba
Economic stay in aruba studio 2
Dec 11 – 18
$65 per night
4.95 out of 5 average rating, 19 reviews

Resort rentals with a pool

Superhost
Resort in Cabarete, Dominican Republic
Ocean View 3-Bedroom Suite - 5* Beachfront Resort.
Aug 31 – Sep 7
$215 per night
4.8 out of 5 average rating, 25 reviews
Guest favorite
Resort in East End, U.S. Virgin Islands
St. Thomas Studio Condo on a Private Beach Resort
Jun 1 – 8
$277 per night
5.0 out of 5 average rating, 14 reviews
Guest favorite
Resort in Bonita Springs, Florida
Waterfront Gulf Access - 4 Bedroom W Heated Pool
Jun 5 – 12
$417 per night
5.0 out of 5 average rating, 8 reviews
Guest favorite
Resort in East End, U.S. Virgin Islands
Margaritaville St. Thomas-Luxury Beach Vacation
Jan 19 – 26
$251 per night
5.0 out of 5 average rating, 8 reviews
Superhost
Hotel room in Nokomis, Florida
Ocean Front Apartment
Sep 24 – Oct 1
$364 per night
4.84 out of 5 average rating, 63 reviews
Guest favorite
Resort in Sosua, Dominican Republic
Luxury Studio - Cabarete
Mar 13 – 20
$87 per night
4.9 out of 5 average rating, 10 reviews
Guest favorite
Resort in Marco Island, Florida
Marco Beach Ocean Resort- Pool Level-Private Patio
Aug 15 – 22
$320 per night
4.92 out of 5 average rating, 24 reviews
Guest favorite
Resort in Hollywood, Florida
HydeHotel/Residences 2bdr/2bth Beach/ocean view
Jul 2 – 9
$456 per night
4.85 out of 5 average rating, 41 reviews
Guest favorite
Resort in Sunny Isles Beach, Florida
Luxury Beach Resort - Suite w/ City View
Jun 14 – 21
$204 per night
4.81 out of 5 average rating, 16 reviews
Superhost
Resort in Sunny Isles Beach, Florida
Amazing Beachside Studio/ Condo
Jun 26 – Jul 3
$164 per night
4.89 out of 5 average rating, 9 reviews
Superhost
Resort in Sunny Isles Beach, Florida
Ocean view 2 Bed/3 Bath
Apr 18 – 25
$436 per night
4.66 out of 5 average rating, 53 reviews
Guest favorite
Resort in Kralendijk, Bonaire, Sint Eustatius and Saba
Laughing Seahorse - Oceanfront Coral Room
Mar 3 – 10
$178 per night
5.0 out of 5 average rating, 12 reviews

Resort rentals with a gym

Superhost
Resort in Marco Island, Florida
Beachfront Luxury Condo - Marco Beach Ocean Resort
Jan 1 – 8
$315 per night
4.92 out of 5 average rating, 128 reviews
Guest favorite
Resort in Hollywood, Florida
Ocean view luxury condo @ Hollywood Resort
Oct 4 – 11
$278 per night
5.0 out of 5 average rating, 38 reviews
Guest favorite
Resort in Oranjestad-West, Aruba
LA CABANA BEACH RESORT & CASINO - STUIDO SUITE
$180 per night
4.9 out of 5 average rating, 51 reviews
Resort in Sunny Isles Beach, Florida
Beach Resort Suite with Direct Ocean view!
Dec 18 – 25
$215 per night
4.81 out of 5 average rating, 127 reviews
Resort in Miami, Florida
Miami Suites w/ Bay Views & Hotel Amenities ! ! !
Sep 6 – 13
$138 per night
4.59 out of 5 average rating, 75 reviews
Hotel room in Montego Bay, Jamaica
Private Suite at Montego Bay Jewel Grande Resort
Apr 30 – May 7
$235 per night
4.66 out of 5 average rating, 70 reviews
Resort in East End, U.S. Virgin Islands
Margaritaville - St. Thomas - Studio
Feb 20 – 27
$321 per night
4.64 out of 5 average rating, 14 reviews
Resort in Key Largo, Florida
Explore Key Largo! Beach Access, Pool, Parking!
Oct 17 – 24
$366 per night
4.8 out of 5 average rating, 10 reviews
Guest favorite
Resort in Miami, Florida
Fontainebleau Miami Sorrento Oceanview JR. Suites
Aug 19 – 26
$314 per night
4.92 out of 5 average rating, 25 reviews
Resort in Puerto Plata, Dominican Republic
1 BR Cofresi Studio VIP All Inclusive mandatory!!
Dec 19 – 26
$34 per night
4.58 out of 5 average rating, 12 reviews
Resort in Naples, Florida
Parkshore Resort - Newly Renovated 2 Bedroom Unit
Feb 26 – Mar 5
$470 per night
4.59 out of 5 average rating, 34 reviews
Resort in Cofresi, Dominican Republic
Magnifique Suite Junior 65$, resort 5* VIP
Apr 2 – 9
$51 per night
4.71 out of 5 average rating, 14 reviews

Destinations to explore