Guesthouse vacation rentals in Florida

4.99 out of 5 average rating, 172 reviews

Artist A frame in Paradise Casa Mandala

Reconnect with nature at this 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. A small tank plunge pool with cold water sits steps from the front door. Large outdoor shower room with rain and regular shower heads. Ac in room is cold. Queen bed with foam mattress Owner lives full time on property for any needs. I recommend renting a vehicle for your stay in vieques.

A pristine beach scene captures calm turquoise waters lapping against a soft, sandy shoreline. Guests are scattered along the beach, some shaded under umbrellas. A backdrop of rolling hills and a bright blue sky filled with fluffy white clouds enhances the serene atmosphere.

Guesthouse in PR

4.86 out of 5 average rating, 283 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.

Tall palm trees with lush green fronds frame a sandy beach leading to a calm turquoise sea. The bright blue sky is dotted with a few fluffy clouds, while the shoreline stretches towards a lush, green landscape in the distance.

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.

Top guest favorite

A serene river flows gently through a lush green landscape, featuring smooth stones visible beneath the clear water. Surrounding vegetation includes tropical plants and trees, creating a peaceful natural setting perfect for relaxation and reflection.

Guesthouse in Luquillo

5 out of 5 average rating, 11 reviews

Near El Yunque - Walking Distance Las Pailas River

Escape to the heart of Puerto Rico’s lush countryside and immerse yourself in the rhythms of nature. Our property offers a unique opportunity to experience life as it’s truly lived in the island’s rural settings. This is more than a stay—it’s an adventure! Just a 5-minute walk away, you’ll find a private river perfect for a refreshing dip or peaceful reflection. Surround yourself with the charm of farm life, where chickens roam freely and the air carries the scent of nature’s bounty.

Top guest favorite

The villa complex is set amidst lush palm trees and manicured lawn. A shared pool is visible, surrounded by lounge chairs. Each unit features large windows and a balcony, inviting natural light. Umbrellas offer shaded seating areas for relaxation.

4.98 out of 5 average rating, 59 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

A modest concrete building is framed by lush tropical foliage. Potted plants adorn the exterior, and textured gravel leads to a small step area. Light and shadow play across the surface, with window shutters providing ventilation and aesthetic detail.

4.8 out of 5 average rating, 60 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.

Calm waters shimmer under a clear sky, with gentle waves creating patterns on the surface. Driftwood is partly submerged, adding natural elements to the serene seascape. The horizon blends seamlessly into the ocean, inviting the tranquility of nature.

4.77 out of 5 average rating, 624 reviews

2 Blocks 2 Ferry; Garden Studio - lighthouse point

Top 10 features past guests loved: 1) no need to rent a car for 1-2 stay public transportation two blocks away 2) considered a safe location 3) ocean on two sides 4) hear the waves 5) experienced on island hostess 6) guest book with money saving tips 7) Luggage storage for early arrivals late departures 8) a walk-able town beach 9) well stocked with bonus beach items, chairs, coolers, beach towels 10) restaurants and shops a short walk.

The kitchen area features modern cabinetry and a functional layout. A dining table with black chairs is positioned nearby. A stove, microwave, and various kitchen appliances are visible, and natural light enters through a nearby window, enhancing the space's functionality.

4.81 out of 5 average rating, 21 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.

A private courtyard is depicted with two chaise lounges beside a small pool. A red umbrella provides shade over a round table, while a spacious outdoor kitchen is visible in the background, surrounded by lush greenery and palm trees.

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

A serene outdoor seating area is surrounded by lush greenery and bamboo fencing. Two wicker chairs are positioned among decorative stones, with tropical plants enhancing the natural ambiance. The nearby tree provides a sense of privacy and a connection to nature.

4.9 out of 5 average rating, 168 reviews

Casablanca 461, Apt #1 - King Bed

Acogedor apartamento de 1 habitación con cama king size, 1 baño, área de sala, cocina comedor y patio compartido. A/C solo en la habitación de dormir. Entrada frente al edificio y estacionamiento para 1 vehículo en las premisas. Incluido equipo de snorkeling, toallas, sillas y nevera de playa.

4.89 out of 5 average rating, 276 reviews

Guesthouse in Fajardo

Villa del Carmen Apartments 1 Don Yeyo

The whole group will enjoy easy access to everything from this centrally located place. 5 minutes from the best beaches in the eastern part of Puerto Rico. Vieque, Culebra, Icaco, Palomino and 7 seas Restaurants, supermarkets, shopping centers, gas stations. Netflix

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Popular amenities for Florida guesthouse rentals

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Free parking on premises

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Family-friendly guest house rentals

4.76 out of 5 average rating, 136 reviews

Vieques Tropical Guest House / Room 10 Sun Bay

4.87 out of 5 average rating, 106 reviews

Vieques Tropical Guest House / Room 6 El Gallito

4.45 out of 5 average rating, 20 reviews

Vieques Tropical Guest House / Room 3 Media Luna

4.89 out of 5 average rating, 96 reviews

Vieques Tropical Guest House / Room 8 Playa Negra

The entrance to the guesthouse features a vibrant coral exterior with a welcoming open door. A small potted plant sits on a stand beside the door, and lush foliage surrounds the entrance, enhancing the private and serene ambiance of the space.

Guesthouse in Culebra

4.7 out of 5 average rating, 140 reviews

The Casita @ Mango Fish Guest House

4.83 out of 5 average rating, 18 reviews

Vieques Tropical Guest House/ Room 1 Punta Arenas

4.86 out of 5 average rating, 90 reviews

Vieques Tropical Guest House / Room 4 La Chiva

4.7 out of 5 average rating, 10 reviews

Vieques Tropical Guest House / Room 9 Caracas

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Guest house rentals with a patio

A spacious outdoor deck features comfortable seating arrangements, including a pair of wicker chairs and a small table. A hammock is suspended nearby, and a ceiling fan offers a cool breeze. Light green walls create a cheerful ambiance against the natural wood surroundings.

Guesthouse in Flamenco

4.66 out of 5 average rating, 64 reviews

Villa 3 Flamenco Beachfront Villas

Superhost

A vibrant mural is showcased on a red wall, featuring palm trees and birds against a colorful sunset backdrop. Two individuals are seen painting, highlighting the creative atmosphere. The ocean and palm trees can be glimpsed in the distance, contributing to the tropical setting.

4.65 out of 5 average rating, 129 reviews

2 Blocks 2 Ferry - apartment on lighthouse point

A covered outdoor common area features colorful tables set for dining and a hammock for relaxation. Flags from various regions hang overhead, while greenery surrounds the space, creating a lively atmosphere. The open layout invites communal gatherings and leisure activities.

4.7 out of 5 average rating, 10 reviews

Vieques private rooms walking distance from ferry

The exterior of a casita is presented, featuring a brick archway leading to a white door. An air conditioning unit is visible on the orange-painted wall. A landscaped area with various plants and a stone seating area can be seen in the yard.