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.

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!

Brickell Oasis: Pool, Spacious, Stylish

-Less than 5 minutes to the heart of Brickell (closest you can get with a house) -Easy access to South Beach, Wynwood, Midtown, Coral Gables (all within 10-15 minutes) -Newly renovated with stylish, high-end finishes. Notably two rooms have their own bathrooms, so its a comfortable setup for large groups. -Backyard pool and patio area feels like an oasis. Great place to hangout with friends, grill, or just relax and enjoy the greenery, the sun during the day, and the stars at night.

Vanderbilt Beach Fun • Pool, Bikes & Beach Gear

Sandbank Cottage – Your Perfect Beach Getaway! ☀️🏡 Enjoy a "stay"cation at Sandbank Cottage, just 1 mile from Vanderbilt Beach and within walking distance to malls, art museums, parks, and more! This family-friendly beach cottage features a private 86-degree heated pool, a lanai-screened porch, and an open-concept living space. The master en suite boasts a king bed, and we provide bikes & beach gear for your adventures! 🌊🚲 NEW & IMPROVED WIFI (Aug 2020)! 🚀No Pet Property

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

Beachfront! Walk to Town, Fast Wi-Fi, Solar

Rent half of this beachfront duplex in the lovely Sea Beach area. (Other side also available…just ask). Best swimming beach in Rincon. Short walk to town and shopping. Many wonderful restaurants close by. Sunday Farmers Market and Thursday Art Walk. Just sit out front on the 16' x 35' porch and watch the beautiful sunsets nightly. Back up solar powered battery for the essentials in case of a power outage. Rincon...the "Riviera" of Puerto Rico!