Resort vacation rentals in Caribbean

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Top-rated resort rentals in Caribbean

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Guest favorite

Resort in East End, U.S. Virgin Islands

4.84 out of 5 average rating, 200 reviews

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.

Nov 27 – Dec 4

G$38,718 GYD per night

Superhost

Resort in East End, U.S. Virgin Islands

4.86 out of 5 average rating, 118 reviews

Point Pleasant USVI - Villa Songsaa - Waterfront

Elevated above the tropical landscape in a glorious oceanfront setting, this recently renovated private villa seamlessly blends the best of Caribbean aesthetics with a captivating interior design. This villa offers breathtaking panoramic views of Pineapple Beach, St. John, and the British Virgin Islands. Steps from the beach, Its surrounded by spectacular ocean vistas and and refreshed by the gentle caress of trade winds. If this is booked we may have other villas available for your enjoyment.

Apr 28 – May 5

G$43,163 GYD per night

Guest favorite

Resort in East End, U.S. Virgin Islands

4.86 out of 5 average rating, 416 reviews

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.

Nov 15 – 22

G$38,692 GYD per night

Guest favorite

Resort in Hollywood, Florida, US

4.93 out of 5 average rating, 45 reviews

Ocean view luxury condo @ 5th FLoor in Hollywood

This ocean front unit offers a breathtaking ocean view with 5-star amenities, fully furnished modern design. Wake up on the bed and see the sunrise through the balcony! 1 bedroom with 1 king size bed, 1 sofa bed in the living room with a 86” Smart TV. For your comfort the king size bed is upgraded with Tempur Ergo power base to help stop snoring, its wave form massage can also help you sleep better. Upgraded Full bathroom with luxury bidet toilet. RESORT FEE: $44/day VALET: $38/day

Nov 1 – 8

G$67,008 GYD per night

Superhost

Resort in Corn Island, Nicaragua

4.84 out of 5 average rating, 76 reviews

Bungalow with ocean view at La Princesa de la Isla

Relax in our stunning 1 bedroom bungalow, just 10 steps from our shore. We're a friendly, relaxed Italian couple who enjoy hosting people on our estate, which we designed and built ourselves. Around the bungalow you'll find many natural and creative touches to help you feel at ease: sculptures sourced from driftwood and shells; tables, chairs and beds made from local wood; hammocks positioned so you can enjoy the sunset. We can provide private meals to order, drinks and beverages.

Jan 24 – 31

G$12,890 GYD per night

Guest favorite

Resort in St. Thomas 00802, USVI, U.S. Virgin Islands

4.9 out of 5 average rating, 310 reviews

Point Pleasant - USVI - Villa Bali - Waterfront

VILLA BALI is a private resort villa, built elevated above the tropical landscape in a glorious oceanfront setting, Villa Bali combines the finest in Caribbean style with a Bali Style theme. This is a newly renovated private 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 Bali is booked I also have other villas available.

Mar 22 – 29

G$66,466 GYD per night

Guest favorite

Resort in East End, U.S. Virgin Islands

4.95 out of 5 average rating, 218 reviews

Point Pleasant USVI - Villa Salt Life - Waterfront

Built elevated above the tropical landscape in a glorious oceanfront setting VILLA SALT LIFE is a private resort villa, perched perfectly above the water to reveal a breathtaking Panoramic View of the Islands, while still only being a about 2 minutes walk to the Pool, Waterfront Bar, and Beach. The balcony is also extremely private! You will love this place and its Amazing Views! If Villa Salt Life is booked, don't worry! I also have other villas that may be available.

Mar 21 – 28

G$60,217 GYD per night

Guest favorite

Resort in East End, U.S. Virgin Islands

5.0 out of 5 average rating, 7 reviews

St. Thomas Villa on a Private Beach Resort

Nestled in a cove fringed by waving palm trees, this St. Thomas property is a perfect tropical dream-come-true. So grab a beach chair, kick off your flip-flops, sip a tasty boat drink - and let your gaze rest upon an expanse of fine white sand, crystal-clear waters, and St. John island in the distance. This studio villa features a king bed, pull-out sofabed, dining area, kitchenette, 1 bathroom, and a private balcony to enjoy the swaying palm trees and Caribbean breeze.

Jan 15 – 22

G$69,223 GYD per night

Superhost

Resort in Key West, Florida, US

4.71 out of 5 average rating, 7 reviews

Katie's Kottage

Relax in this private cottage located in the heart of Old Town Key West. The cottage sports 2 full bedrooms with queen beds, 2 full baths with tubs, a queen pullout couch, full living room and kitchen, & private balcony that opens to one of our pools with a hammock. Enjoy our daily complimentary breakfast, 3 pools, wifi, and TV. Perfect for a group of up to 6 or families! We have paid parking first come first serve, or you can find free street parking.

Dec 13 – 20

G$160,100 GYD per night

Superhost

Resort in East End, U.S. Virgin Islands

4.88 out of 5 average rating, 201 reviews

Point Pleasant USVI - Villa Latitudes - Waterfront

VILLA LATITUDES is a private resort villa, right on the water. This private oceanfront villa hovers right above the waterline, with unobstructed water views of Pineapple Beach, St. John, and the British Virgin Islands. Located within a gated Resort community with all the amenities PLUS Amazing Views, tropical landscape, and ultimate privacy. This is the one! If Villa Latitudes is booked, don't worry! I also have other villas that may be available.

Dec 8 – 15

G$43,424 GYD per night

Superhost

Resort in Cabarete, Dominican Republic

4.81 out of 5 average rating, 31 reviews

Ocean View 3-Bedroom Suite - 5* Beachfront Resort

All accommodations at Imperial Suites Cabarete are designed with luxury and comfort in mind and feature stylish modern décor as well as designer furnishings. This unique luxury resort features beautifully-appointed vacation suites, ranging in size from one, two, and three bedroom suites to deluxe penthouse accommodations. All suites include a fully-equipped kitchen, ample living spaces, and breathtaking panoramic views of the beach and gardens.

Nov 11 – 18

G$49,888 GYD per night

Superhost

Resort in Miami, Florida, US

4.71 out of 5 average rating, 31 reviews

Fontainebleau Miami Sorrento Ocean View Jr suite

1. 544 SQ FT Jr Suite. 2. Free bike rentals daily for 2 hours 3. 2 FREE Spa passes at Lapis Spa & Salon (ask at check in) 4. Direct beach access with chairs set up. 5. 7 Swimming Pools (w/ 2 bars and pool side restaurant) and 2 Jacuzzies. 6. Kids Pool (w/ Water Slide) 7. State-of-the-Art Gym with free access. 8. Award Winning Restaurants: Hakkasan, Strip Steak, and Pizza & Burger PLEASE INQUIRE WITH ANY QUESTIONS YOU MAY HAVE

Aug 5 – 12

G$58,072 GYD per night