
Resort vacation rentals in Caribbean
Find and book unique resort rentals on Airbnb
Top-rated resort rentals in Caribbean
Guests agree: these resort rentals are highly rated for location, cleanliness, and more.

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! Full Backup Generator! If Villa Salt Life is booked, don't worry! I also have other villas that may be available.

Ocean view luxury condo on 5th FLoor @ LYFE Resort
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 65” 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/Room VALET: $38/day/Car

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 renovated private resort villa overlooks 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. Full Resort Backup Generator! If this villa is booked, don't worry! I also have other villas that may be available.

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 renovated private resort villa has 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. Generator! If Villa East is booked, don't worry! I also have other villas that may be available.

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 renovated villa gas 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. Full Generator Backup Power If Villa Bali is booked I also have other villas available.

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.

Margaritaville Vacation Club
5 O’Clock Somewhere, Jimmy Buffett’s Margaritaville®, Located on Water Bay at the eastern end of St. Thomas, this beachside location is nestled in a cove. It’s the perfect escape for anyone looking for music and fun, or a more laid-back experience. The Bright and Sunny Studio unit comes with a Partial Kitchen complete with a coffee maker, toaster, blender, and Mini Fridge. The unit also comes with a King size bed, a sofa, and a Balcony or Deck. The resort is set on a Sandy Beach

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. Full Backup Generator! This is the one! If Villa Latitudes is booked, don't worry! I also have other villas that may be available.

A Katie's Cottage
Relax in this private cottage located in the heart of Old Town Key West. The cottage sports 2 private bedrooms with queen beds, 2 bathrooms, a queen pullout couch, full living room and kitchen, & deck area that surrounds one of our pools. The room is accessible by three steps up. 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.

Atlantis, Harborside Resort, full Atlantis access
LOWEST PRICES for Atlantis!! 1 br, 1 ba villa w/kitchen and laundry, sleeps 4. (You want a villa you can call home (timeshare), NOT a hotel room) Stay at Harborside and save the $190-$255 per person per day for full access to the water park. This is my timeshare, I have been renting weeks at Harborside for over 14 years. PLEASE NOTE: My reserved check in days are typically Sat. Calendar may show available, but PLEASE message me for exact check-in dates.

Serene Studio w/ Beautiful Garden Views
Welcome to H2O life. style. resort, a luxury beachfront boutique resort on Long Bay Beach in Turks & Caicos, known for its crystal-clear waters, soft white sand, and world-class kiteboarding conditions. Enjoy complimentary kayaks, paddleboards, bikes, and a Hobie Cat, along with two pools, hot tubs, and personalized services including grocery provisioning, private chefs, and transportation. A perfect blend of laid-back island living and modern luxury.

Fort Recovery Oceanfront 1BR Premium Villa
Fort Recovery’s premium 1BR oceanfront villa is a spacious corner retreat set just steps from the shoreline. These larger one-bedroom villas feature a private patio or balcony, comfortable living area, full kitchen, separate bedroom, and private bathroom. French doors open to sweeping Caribbean views, with St. John visible in the distance. Available in select ground-level and upstairs layouts, offering space, privacy, and an elevated oceanfront stay.
Popular amenities for Caribbean resort rentals
Family-friendly resort rentals

Explore Camana Bay! 4 Kid-friendly Units! Pool!

Key Largo Cottages w/ Free Sailboat, Kayaks + More

Eagle Bliss At Pearl Aruba

Private room with incredible view and pool

Serene Oceanview Stay | 2 Private Beaches & Pool

Atlantis 2BR Villa - Free Water Park Access

Limetree Beach Resort- Studio sleeps 4

19th Floor Ocean View! 1bedroom at Marriott Resort
Resort rentals with a pool

Villa Renaissance Poolside 1BR - Peloton Bike

Peace & Plenty 3BR Owner's Apt

Beachfront Luxury Condo - Marco Beach Ocean Resort

Treehouse Insta-worthy Paradise/ Waterfall - Pool

Fontainebleau Tresor Jr Ocean View 2 Spa Passes

Aruba • Sunny Escape • Beach + Pools

1BR #405 Banyan Resort Key West, FL

LYFE Resort & Residences / 2 BR / Ocean View
Resort rentals with a gym

Directly on sand, view of Ocean Manor Resort pool

Ocean View 3-Bedroom Suite - 5* Beachfront Resort

Hotel Beach Resort in Sunny Isles 25th floor

Marriotts Beachplace Towers - 1 Bedroom

The Tropical Hotel: Sleeps 2-4, All-Inclusive

Fontainebleau Jr. Suite w/Balcony, + 2 Spa Passes

Fontainebleau Hotel Jr. Suite Sorrento w/Parking

St. Thomas • Beach Escape • Pool
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