Villa holiday rentals in Florida

4.94 out of 5 average rating, 115 reviews

Cacimar House - Pool, Privacy and Sleeps 6

Welcome to Cacimar House - 10 min to South Shore Beaches and 5 min to Isabel Segunda. Cacimar House offers Pool, Privacy, Location, Quality Furnishings, Attentive House Managers. Perfect for Couples, Families and Friends. 3 bedrooms with two Queens and one King for up to 6 people. 3 bathrooms. Air conditioning in bedrooms. Other rooms include: open kitchen, living room , separate dining room, ping pong room, screened in porch and laundry room. Cleaning standards to PR Govt Covid-19 guidelines.

Top guest favourite

5 out of 5 average rating, 102 reviews

At The Waves - Ocean Front Villa 1 bed/1 bath unit

At The Waves is a beautiful beachfront rental villa complex located in Santa Maria Playa, next to the north shore garden district of Bravos de Boston and Isabel Segunda. We have 5 units in total. This unit is a 1 bedroom/1 bathroom, with a queen size bed and is fully equipped. It has, a refrigerator, stovetop, microwave, coffee maker, dishwasher, dishes, utensils, cookware, and more. There is an air conditioner in the bedroom, ceiling fans in all rooms. ASK ABOUT LONG TERM STAY DISCOUNTS.

Top guest favourite

Villa in Culebra

5 out of 5 average rating, 61 reviews

Secluded Villa with Stunning Views & Dipping Pool

Villa Melones is located on a one-acre property high above Melones Beach. Enjoy breathtaking ocean views and spectacular sunsets throughout this 3BR/3.5BA home that features large covered deck for lounging and dining, full kitchen, spacious well decorated bedrooms with ensuite bathrooms and a beautiful refreshing dipping pool. Villa Melones is conveniently located just a five minute drive from town while still enjoying the privacy and seclusion that travelers desire on their island getaway.

4.8 out of 5 average rating, 15 reviews

Villa in Puerto Diablo

Private 3 Bedroom Villa with Pool & Gorgeous Views

Altamira – Your Private Island Escape Perched in the lush Bravos hills, Altamira offers breathtaking ocean views, stunning sunsets, and a refreshing infinity pool. Just minutes from Isabel Segunda and a short drive to world-class beaches, this private three-level villa is the perfect mix of relaxation and adventure. Infinity Pool & Private Terrace – Unwind with panoramic views A/C, High-Speed WiFi & Full Kitchen – Comfort meets convenience Private Parking & Washer/Dryer – Stress-free stay

4.88 out of 5 average rating, 269 reviews

Stunning Waterfront Cottage, Villa la Sirena

All the comforts! Gorgeous Villa la Sirena, A Mermaids waterfront cottage overlooks the busy working harbor, stunning sunsets, superb location, walk to shops, Pubs, restaurants. Very private with off street parking and only a 12 minute drive to the south shore beaches and Esperanza. Attention to detail, Gourmet kitchen, original art work, and comfortable beds and good linens. Perfect Romantic getaway for a one or two couples, or a family with an older child in 2 pretty Queen bedrooms.

4.91 out of 5 average rating, 78 reviews

Quinta Jabali -- Private and romantic

One of the most luxurious retreats in all of Vieques Island, off the eastern coast of Puerto Rico. Once in Vieques, you’ll enjoy the ultimate in privacy. One bedroom, pool, outdoor terrace, 2 acres of tropical gardens, incredible views of the Caribbean -- your own private escape. Because of the private and romantic nature of the villa, we allow only 2 adults to stay at one time. No children under the age of 18. We can provide recommendations for travel from Puerto Rico to Vieques.

4.95 out of 5 average rating, 21 reviews

Casa Lucia, Gated Community with Private Beach

Beautiful Casa Lucia is newly renovated and furnished and back on the Vieques rental market December 2019! The gracious home is across the street from a sandy beach, has spectacular ocean views, infinity pool and is air-conditioned throughout. Fully equipped and comfortably appointed, this vacation home offers excellent accommodations in an exclusive location. Family friendly and within the only gated community on the island. Please note check-in 3-8PM. PRTC Hotelier #0676141548

5 out of 5 average rating, 6 reviews

Casa Mar Vista- Tropical Ocean Views!

Welcome to Casa Mar Vista! This spacious home hosts 3 bedrooms, 2 complete bathrooms, fully stocked kitchen with a half kitchen downstairs. The GORGEOUS northward tropical ocean view of the Caribbean is second to none! Lounge or BBQ from the wrap around lanai, taking in the tropics, surrounded by Ylang-Ylang and other tropical flora. Make your way to the private pool, to lounge and refresh. This house is totally private and equidistant from northside and southside beaches.

5 out of 5 average rating, 22 reviews

Caribbean Villa 2 to 10 guest

🌴 Stunning Caribbean Villa with Breathtaking Views – Vieques, Puerto Rico Wake up to sweeping ocean views from every corner of this private hillside villa in Vieques. Just minutes from the island’s best white sand beaches—Playa Caracas, Sun Bay, La Chiva—this home is close to everything, yet perfectly secluded. Whether you’re soaking in the jacuzzi, exploring hidden beaches, or kayaking in the bioluminescent bay, this peaceful villa is your perfect island base.

4.94 out of 5 average rating, 17 reviews

Villa in Roosevelt Roads

Mami Ana Beach House. 10min Ferry Vieques/Culebra.

Wake up to a postcard-worthy view and enjoy unforgettable sunsets by the sea. This cozy home is a charming fisherman’s villa with the perfect spot to disconnect and simply enjoy the ocean. Although the beach isn’t always ideal for swimming due to seaweed, it’s great for fishing or kayaking (extra cost) to discover the coast from a different angle. You can also spend a perfect day having a BBQ. Its location is ideal for exploring beautiful nearby beaches!

4.92 out of 5 average rating, 12 reviews

Villa in Puerto Ferro

EL COLMADO VIEQUES (4 Bedrooms, 8 guests)

El Colmado Vieques is an inspired vacation compound consisting of 2 reimagined historic buildings, 3 uniquely designed apartments, vibrant gardens, and a minimalist cement pool, that perfectly capture the romance of the Caribbean. Created with openess and connection in mind, this urban oasis is an intimate place to relax, hang with friends, be with family and soak in the authentic neighborhood vibes.