Guesthouse holiday rentals in Florida

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Top-rated Guesthouses in Florida

Guests agree: These guesthouses are highly rated for location, cleanliness and more.

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Top Guest favourite

Guesthouse in Vieques

4.99 out of 5 average rating, 215 reviews

Artist A frame in Paradise Casa Mandala #1

Reconnect with nature at this funky unforgettable escape. This is a stand alone 10x12 A frame structure next to small main house. The restroom and shower are outdoor but private. There is hot water in shower. Large outdoor shower room with rain and regular shower heads. Ac in room is super cold. Queen bed with foam mattress Owner lives full time on property for any needs. The reviews speak for themselves about my property have an unique experience that still feels safe peaceful and comfortable.

Guesthouse in Vieques

4.5 out of 5 average rating, 10 reviews

Esperanza Penthouse with a view (Unit 5)

Our recently renovated Penthouse is setup with 2 queen size beds, has a full kitchen combined with living/dining, & a bathroom. The side doors open to a spacious patio. Its only a 7-10 minute walk to the Malecon (the main tourist strip) in Esperanza and is close to the Green Store so you can pick up supplies. We have the fastest wifi that we could get on the island, so guests can stay connected. Tropical gardens on first floor with a mango tree. Brand-new, upgraded Air Conditioner in this unit!

Guest favourite

Guesthouse in Vieques

4.84 out of 5 average rating, 114 reviews

2 Blocks 2 Ferry - twin beds on lighthouse point

Top Ten features past guests loved; 1) no need to rent a vehicle for 1-2 day stay. Located 2 blocks from ferry and public transportation. 2) considered a safe neighborhood 3) ocean on two sides 4) you can hear the waves 5) personal greeting by experienced hostess. 6) Guestbook with money saving tips 7) luggage lockers available for early arrivals late departures 8) a walkable town beach 9) well stocked, includes beach chairs, coolers and beach towels 10) restaurants and shops a short walk

Superhost

Guesthouse in PR

4.86 out of 5 average rating, 284 reviews

Orita: Designer Studio with Art at Playa Negra

Artsy, rustic, jungly and secluded. Private studio suite with gorgeous black tub& rain shower, kitchen & outdoor patio on Vieques’ South side, 1.5 miles from Esperanza's restaurants and activities. Located on the lush grounds of Oro Gallery at Playa Negra's entrance, Vieques' only black sand beach. Relax in a queen size bed surrounded by art, or explore our gallery, tropical grounds, and courtyard. Cook in your small, well-appointed kitchen and enjoy the sunset views from outdoor patio.

Guest favourite

Guesthouse in Vieques

4.96 out of 5 average rating, 54 reviews

Tropical Tranquil Setting - Casita Beija Flor

There is no better place to relax and rejuvanate then in the privacy of your lovely Spanish style casita. Casita Beija Flor was designed with comfort and style in mind. The casita is situated on 4 lush private acres surrounded by vegatation and flowers. It is in the neighborhood of Destino, Vieques. The mid-island location is within easy reach of the towns of Isabel and Esperenca as well as close to the entrance of the stunning Navy beaches. Shopping and restaurants are also close by.

Superhost

Private room in Vieques

4.85 out of 5 average rating, 106 reviews

Casa San Juan Guesthouse Room D

Enjoy a stylish experience at this centrally-located place. Beautiful well maintained house in downtown Vieques. One of the best locations in Vieques. Just 8min walking from ferry terminal. Next to La Viequense Bakery and Scooters for Rent. Walk distance from Sea Glass beach, restaurants, markets and pharmacy. Private bedroom and private bathroom with shared dining, living room and spacious balcony. Room is well equipped with bath and beach towels, blankets, pillows, WiFi, Disney plus.

Top Guest favourite

Guesthouse in Vieques

4.98 out of 5 average rating, 63 reviews

At The Waves - Oceanfront -Upper 2 beds/2 baths

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 the upper 2 bedrooms/2 bathrooms in Casa Las Olas. The master bedroom has a King size bed and an on suite bathroom with a spacious closet. It has a wrap around porch ocean front with views of the island of Culebra and El Yunque on the main island of Puerto Rico.

Superhost

Guesthouse in Vieques

4.77 out of 5 average rating, 64 reviews

Magnolia Esperanza Cottage

As seen on HGTV! Enjoy life as a local at Casita Magnolia. Let our cozy studio be your home base for experiencing the delights that Vieques has to offer - secluded beaches, Bio Bay, snorkeling with sea turtles. Start with your morning coffee in the shady, secluded gazebo and plan your adventures for the day. Meals can be prepared in the full kitchen, or savor local foods nearby. Enjoy the sights and sounds of this beautiful quirky small island.

Guesthouse in Vieques

4.8 out of 5 average rating, 5 reviews

Orchids

Casita without luxuries, but clean and safe half a block from all the shops and restaurants of Esperanza. 1 large bedroom with a queen bed and 2 single bunk beds and air conditioning. Here are the pros: - Walking distance to everything you need, supermarkets, tours of the bioluminescent bay, Playa Sun Bay, shops and restaurants of the Malecón. -likstrip safe -private house and patio with hammock

Guest favourite

Guesthouse in Vieques

4.83 out of 5 average rating, 23 reviews

Casa Iguana

A peaceful 1-bedroom studio surrounded by the beautiful island scenery of Vieques, Puerto Rico. With just a 15-minute drive to the beautiful white sandy beaches where you can swim and enjoy snorkeling with the family. Located centrally Villa Borinquen, 10-minute drive to Malecon, where you can enjoy the local restaurants while enjoying the view of the Caribbean Ocean.

Guest favourite

Guesthouse in Vieques

4.97 out of 5 average rating, 151 reviews

Vieques casita with pool walk to ferry

For adults only intown lovely One bedroom casita walking distance to everything, bank,post office, stores and restaurants, walk to the ferry boat . two blocks from sea glass beach. Your own pool .this is a strict non smoking Located in the middle of lovely town of Isabelle in a compound of rentals sorry no children allowed , cats live outside on property

Private room in Vieques

4.87 out of 5 average rating, 106 reviews

Vieques Tropical Guest House / Room 6 El Gallito

Welcome to your temporary home in the beautiful island of Vieques, Puerto Rico! We are a quaint guesthouse located just outside main Isabel Segunda, and walking distance from the ferry. All of the beaches are just 10-minutes away by car. Great restaurants, shopping, car rentals, tours, and more, are just around the corner.