Island vacation rentals in Caribbean

4.9 out of 5 average rating, 145 reviews

Villa in Flamenco

Culebra Beach Villa #2 on Exclusive Flamenco Beach

This is a large Studio for Couples, sleeps 2 adults, Perfect for a Romantic and unforgettable get away, it is right on Flamenco Beach, only Villa complex on this stunning Beach, ranked top 10 in the world. This villa has a garden view, very private, at just foot steps away from flamenco's powdered white sand. Unit has 1 queen bed, there is also an outdoor bed. Kitchen is fully equipped, microwave, air fryer all kitchen cookware. includes BBQ. Beach Chairs are rented at office. we also provide.

Home in Governor's Harbour

4.98 out of 5 average rating, 125 reviews

Cayo Loco Villa 2 Deserted PinkSand Beach 2 Adults

S2E2 NETFLIX "WORLD'S MOST AMAZING VACATION RENTALS"! Beachfront villa right on deserted secluded pink sand beach! Watch dolphins with your coffee/coconut water/tarts! Beach toys included! Eleuthera means 'freedom'! Tranquil authentic tropical island paradise fusing eco design w/comfort! 1 of 2 brightly colored villas! Beach stroll to dining/bar/pool! Fish/surf/boat/dive/kayak/paddle board/relax! Unspoiled pristine oasis! 1 bed 1-1/2 bath 2 ADULTS ONLY! NO SMOKING/KIDS/LOUD MUSIC/VISITORS/FIRES!

Cottage in Eleuthera Island Shores

4.94 out of 5 average rating, 98 reviews

Shorebreak Eco Cottage/ oceanfront, secret beach

This beachfront eco Cottage is located on the Atlantic coast of Eleuthera. Enjoy a secret beach. The quaint and authentically Bahamian Gregory Town is 2 miles to the North. All of the photos on this listing have been taken at ShoreBreak cottage. The cottage is airy with vaulted exposed beam ceilings, 2 bedrooms, 2 baths, sleeps 4. Wide open ocean views from all rooms. Ideal for 2 couples or make it a romantic and private getaway for two! Recent photo shoots include JCREW, ALO, and TOMMY BAHAMA.

4.93 out of 5 average rating, 122 reviews

Condo in George Town

Beautiful Beachside Luxury Apartment, Mainfloor ✨

Bright, beautiful, well-appointed luxury apartment on the 1st floor... Enjoy sun, sand & surf right at your doorstep! This affordable luxury vacation home rental has central A/C, wifi, large tv in the main room and both bedrooms, beautiful master suite, very comfortable 2nd bedroom, deck overlooking the water, kitchen, wifi, washer/dryer, dishwasher, etc., etc. Everything you need to have an amazing tropical beach vacation in one of the most beautiful places on Earth! 7 minutes to the airport!!

5 out of 5 average rating, 169 reviews

Guest suite

Cabin By the Sea - Ocean Suite

Completely new suite with an oceanfront view. You will be able to experience some of the most beautiful sunsets on the island firsthand! Outside facilities include a gazebo, hammock and dock providing easy access to the ocean, ideal for swimming. Kayaks and snorkeling gear are also available free of charge! Located at a relatively quiet part of the island, known as a prominent fishing area. Some of the best seafood restaurants are located on the same street (Zeerovers and Flying Fishbone).

4.87 out of 5 average rating, 234 reviews

Tiny home in Sarasota

@Tiffanythetinyhome| island | netflix|bike|hammock

You are about to book a famous HGTV 270ft² / 25m² tiny home on a private 1.5-acre island! ☆ Walk to dining, nightlife, and shopping ☆ Fully equipped kitchen (K-cup) ☆ Backyard fire pit + BBQ ☆ Screened-in outdoor lounge w/ hammocks ☆ 415Mbps ☆ Smart TV w/ Netflix ☆ Memory foam bed ☆ FREE Bikes + kayaks + beach gear 3 min → Siesta Key Beach 7 min → Downtown SRQ 12 min → Myakka River State Park (river kayaking + wildlife viewing) We use a compost toilet. Please read house rules for info.

4.85 out of 5 average rating, 237 reviews

Apartment in San Juan

Beautiful Unit, near airport. Central & Affordable

Comfy 2nd floor apartment in the Metropolitan Area of Rio Piedras, San Juan. Just minutes away from Airport, Coliseo, Distrito T-Mobile, Old San Juan, great beaches and more. Best way to get around is by Uber or rental. Super clean, private, fully furnished and all the essentials. One hotel like bedroom with comfy Queen bed, inverter AC and closet. Equipped kitchen with electric stove, microwave, small refrigerator and coffee maker. It has a shared entrance (stairs) and roof terrace.

Home in Governor's Harbour

5 out of 5 average rating, 45 reviews

Ocean Front Home, Banks Road, Governor’s Harbour

A beautiful ocean front cottage overlooking secluded cove on Old Banks Road in Governor’s Harbour between Pascal’s and Twin Cove Beach. It is perfect for anyone seeking a peaceful getaway. New kitchen and all modern amenities - generator, AC, Starlink WIFI, 4K smart TV, AppleTV, propane gas BBQ, fully-equipped kitchen with new appliances including dishwasher, Alexa, two new decks overlooking the ocean and elegant styling. The cove is a snorkeler’s paradise.

Guesthouse in Fort Pierce

4.98 out of 5 average rating, 206 reviews

Extraordinary location, private, beach path, cozy

Location, privacy, ocean. Due to health concerns, pool seen from aerial shots not available Nov-May because owners will be in residence in the main house. Welcome to Nova Beach Cottage, the guest house on the oceanfront estate of famous sculptor, Mihai Popa, a.k.a. “Nova”. Located on the south tip of North Hutchinson Island directly next to the Fort Pierce Inlet State Park. Garden and beach path a few steps from the cottage. Screened patio from bedroom.

4.96 out of 5 average rating, 372 reviews

Cottage in Rincón

The Coconut Cottage

Coconut Cottage is a private two-bedroom serene getaway . Our home offers whimsical charm on a hillside surrounded by palm trees and gorgeous ocean vistas. There is a short 3 minute walk to Pools and Sandy Beach. We are located in Barrio puntas featuring outstanding restaurants within walking distance. Rincon town center or the Pueblo is a 10 minute drive. For those looking to embrace slow living with a dose of wanderlust, we invite you to our home!

4.87 out of 5 average rating, 30 reviews

Home in Providenciales

NEW Water Access! Luxe Villa, Infinity Pool& Views

Welcome to Maresia Villa — a luxury waterfront retreat in Turks & Caicos. ** NEW: direct water access with a kayak for guest use** Enjoy an infinity pool, rooftop terrace for stargazing, and breathtaking sunset views and Chalk Sound’s turquoise lagoon from every room. Just 1 minute drive from Sapodilla Bay beach, this villa is ideal for couples, families, or group of friends. SPECIAL OFFER: Stay 7+ nights and enjoy 10% off your booking!