Beach house holiday rentals in Caribbean

Last Minute August Openings!

2025 - New concrete dock, fenders & fish filet table. This ground level waterfront home has received a new face lift. Completely remodeled 3 bedroom with bonus room in the well known Sombrero Beach neighborhood. Just a short block walk to the sandy beach shore. Home has an open floor plan overlooking the in-ground pool deck and new tiki hut. Enjoy your morning coffee and happy hour in the screened-in porch with views of the wide lagoon. Come and create your family memories in the fabulous Keys.

5 minutes to private Siesta Key Beach + 2 pools

Escape to this luxurious 1st-floor condo on Siesta Key, just 5 minutes from the award-winning Siesta Key Beach. Enjoy private access to its soft, white sand and turquoise waters. Perfect for families, the condo offers two heated pools, lighted tennis and pickleball courts, a fishing pier, gym, and sauna for endless fun and relaxation. Nestled in a tropical setting, it’s the ideal spot for your beach vacation, staycation, or a peaceful getaway. Everything you need for an unforgettable experience!

Just a few steps from the beach | A/C & WiFi

The apartment is located on Main Street in Playa Chiquita, the quietest and safest area of Puerto Viejo, a few meters from the most beautiful beach in the Caribbean. It is provided with: ✓ Queen bed ✓ Sofa-bed ✓ AC ✓ Equipped Kitchen ✓ Fiber Optic Wifi ✓ Private Patio ✓ Private Parking inside the property. A few meters away you will also find restaurants, supermarkets, and bike rentals. The area is well connected and a few minutes by car from downtown, Punta Uva, Playa Cocles, and Manzanillo.

Safe-Clean, Close to Beach, Amazing Pool, Pets Ok

If you're looking for a clean, safe, and convenient location, you've come to the right place! Property is perfect for families or groups of professionals traveling together. Situated near beaches, a marina, golf courses, shopping, restaurants, and malls. Walking distance of restaurants, a grocery store, pharmacy, pet shop, and more. Enjoy the pool, outdoor seating area, barbecue, and a dedicated office space. Recently remodeled, property is located in a safe residential area at cul-de-sac.

PRIME Location! 60 Steps to PRIVATE BEACH Dogs OK!

Luxury Prime Island Location-Enjoy the best location on the island with our family & pet-friendly home (pets require approval & $125/pet fee). Just steps from our private beach & 1 mile from bars and restaurants, with a free shuttle service to beaches, dining, & nightlife. Relax in comfort w/ soft beds, a spacious couch, and flat-screen smart TVs in every room & fast WiFi. We offer bikes and beach equipment. 1 mile from Manasota Key public beach. Book now for the ultimate island retreat!

Walk to Private Beach~Pool~Golf~See Our Promos!

~SEE CURRENT PROMOS BELOW! Located on exclusive Terra Mar Island, this exquisite home is just a 5min walk to the private beach. The interior features high-end furnishings & appliances, large living & dining rooms, TVs in all rooms & game room with a billiard/ping pong table and large cascading glass doors to the pool area. Relax in the backyard oasis with lush tropical landscaping, heated saltwater pool & spa, ample outdoor seating, enclosed heated shower, grill and colorful lighting!

Beach house, pool, oceanfront restaurants/bars

Welcome to Villa Toña – Your Laid-Back Caribbean Getaway Villa Toña is a bright and spacious Caribbean beach house designed for comfort, connection, and unforgettable memories. Whether you're traveling with friends or family, this private retreat offers the perfect blend of island charm and modern convenience. Located in the relaxed coastal town of Aguada—just a short drive from Rincón and Aguadilla—you’ll experience the best of Puerto Rican culture, cuisine, and coastline.

Casa Ensenada- Rincon Puerto Rico

Custom Built Vacation Home with private pool, lush tropical landscaping, covered balconies, and gazebo are favorite areas to enjoy family & friends. Walking distance of beaches, bars, restaurants, a dive shop, paddle boarding and, sunset cruises, you are sure to find something for everyone in this centrally located private villa home. A short 3-minute drive will take you to the local grocery store or the romantic Rincon Puerto Rico Lighthouse. Hotelier #06-25-17-2500

621 SeaRenity Retreat | Private Pool & Lush Palms

This 3 Bedroom/2 Bathroom Heated Pool Home has it all in the heart of the Vanderbilt Beach Area. Beaches are easily accessible by walking, biking or driving. Located nearby the Ritz Carlton, Turtle Club & LaPlaya this home is sure to please. Supermarkets, World Class Shopping, Dining & Nightlife including Mercato Shopping & Dining District, one of Naples best attractions just minutes away. Master Bedroom - King Bed Guest Bedroom - Queen Bed 2nd Guest Bedroom - Queen Bed