Holiday rentals in Caribbean

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Caribbean

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

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Guest favourite

Home in Sarasota

4.88 out of 5 average rating, 154 reviews

5 minutes to private Siesta Key Beach + 2 pools

Best getaway, beach vacation, and staycation! The luxurious condo is on the 1st. floor and located on Siesta Key in a tropical setting. It is kid-friendly and has private access to its private beach on Siesta Key Beach within 5 minutes of walking distance (the Best Beach in the U.S.A.) with crystal white sand and turquoise waters of the Gulf of Mexico. There are two heated pools, barbeque areas, lighted pickleball and tennis courts, a fishing pier, a gym, and a sauna, all for your enjoyment.

Guest favourite

Home in Sarasota

4.96 out of 5 average rating, 126 reviews

The Bradford Cottage/Heated Pool /Mins to Siesta

If you are looking for a cozy retreat in a safe and private neighborhood than look no further! From the minute you step inside this immaculate private residence you will feel right at home. With a beautiful open floor plan with plenty of room to spread out, natural light that pours in every room and a spacious back porch overlooking the heated pool this is the perfect place to unwind and relax. Minutes from the #1 rated Siesta Key beach and downtown Sarasota you are in the middle of it all!

Superhost

Home in Captiva

4.95 out of 5 average rating, 111 reviews

Welcome to Paradise at CollinsCoveCaptiva!

Welcome to your dream getaway in this beautifully updated, turnkey Key West-style home located in the heart of Captiva Island within walking distance to the village. Nestled in the charming Sunset Captiva community—lined with brick-paver streets—this home offers direct access to award-winning beaches and a private marina on the Bay. Boater’s Paradise? Immediate availability for the brand-new HOA-maintained boat docks. Or spend your days relaxing in the oversized, heated resort-style pool.

Guest favourite

Home in Sarasota

4.95 out of 5 average rating, 22 reviews

Warm, Luxury Oasis in Central Sarasota

Choose to stay at a home which has it all. Professionally designed and hosted by a 10-year SuperHost, this property offers incredible value. Superbly comfortable beds and linens, SUPER FAST internet, thoughtful furnishings, tons of activities & games, fully equipped for babies and toddler needs, extremely central location, large, high-end TVs, a jacuzzi, 2-person hammock, in-ground fire pit…. And fur babies welcome… you name it, this home has it. Welcome to Sarasota Paradise.

Guest favourite

Flat in Toa Baja

4.95 out of 5 average rating, 129 reviews

Levittown Lakes

If you are looking for a long-term stay, with 7 nights you will have a discount, and put 30 nights, you will have a great discount, but if you put 90 nights, the discount will be greater, We are 10 minutes by car from the Hyatt Place Casino in Bayamon 1- Safe! 2- Clean! 3- Apartment and private entrance! 4- The best Reviews! 5- Close to the Beach! 6- Fully equipped! 7- Fast Internet! 8- Netflix! 9- Free Washer and Dryer 10-Electric generator and water tank (for emergency)

Superhost

Guest house in Palmetto

4.86 out of 5 average rating, 7 reviews

Breezy Loft at Palmetto, FL.

This charming 2-bedroom Airbnb offers a unique experience for your vacation. The master bedroom inspired by the sea. The second bedroom, a loft, has access to a terrace overlooking a mini pond ideal for relaxing with a coffee at sunrise or a wine at sunset. Enjoy a cozy living room and dining room and a practical half kitchen equipped for your essential needs. Strategically located near the best fishing areas. Private parking including for car and small boats.

Top guest favourite

Flat in Rincón

5 out of 5 average rating, 116 reviews

Best Beach House, Direct Ocean Views in Sea Beach!

Enjoy the upper unit of this beach villa in Sea Beach Colony on the best swimming beach in the heart of Rincon. Direct ocean views from every room. Great, quiet neighborhood, walk to everything in the heart of town. Decorated in a boho beach coastal living style, it's super comfortable. Enjoy tropical breezes and amazing views from large covered veranda, super beach vibes here! Just 2 houses up from the beach, many great restaurants and beach bars.

Superhost

Home in Cape Coral

4.68 out of 5 average rating, 124 reviews

La venezia beautiful 4 bedroom pool/spa heated

Nicely decorated big spacious rooms comfortable beds close to great restaurants 10 minutes from cape coral beach and 1/2 an hour from fort Myers beach 10 to sun splash water park and great house just to relax and enjoy great pool and spa Now with covid-19 we are taking all the precautions to completely sanitized all areas using all the right products for all your protection

Guest favourite

Home in Sarasota

4.92 out of 5 average rating, 198 reviews

Central Location in Sarasota with bonus amenities

Great location. Literally walking distance to 12+ restaurants, movie theater, shopping mall, Best Buy, Barnes and Noble, 10 minutes to Siesta Beach and 10 minutes to down town. Completely remodeled. Very comfortable. Bonus, you get to eat at one of the best restaurants in town for 50% off your entire check, located right down the block.

Guest favourite

Flat in Bay Harbor Islands

4.86 out of 5 average rating, 49 reviews

Mr Frog 4

The High Standing Large private 2 bedrooms/2baths apartment located on the island of Bay Harbor Island offers a unique and exquisite vacation experience. This highly comfortable accommodation is not only a perfect getaway for family reunions but also an ideal place to work remotely from.