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Guesthouse holiday rentals in Florida

Find and book unique guesthouse rentals on Airbnb

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, 253 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.

Guest favourite
A large window offers a view of the tropical landscape outside, featuring palm trees and colorful nearby buildings. Light curtains frame the window, allowing natural light to brighten the space. A comfortable chair is positioned nearby, enhancing the room's welcoming feel.
Guesthouse in Vieques
4.73 out of 5 average rating, 37 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!

Private room in Vieques
4.79 out of 5 average rating, 14 reviews

Vieques private rooms walking distance from ferry

Guest house style four rooms available each room has three beds we charge per person. large groups and families ok children over the age of 7 only the house is not child proof Also 2 bedroom back apartment(3 beds in each room 1 queen and 2 twin) room 2 there are 2nd story welcome reggae wifi patio we charge per person per stay please be honest with number of people. Walk from ferry station centrally located on the main street down from the Town Square, rustic, no-frills 420 friendly

Top Guest favourite
The exterior of the studio is highlighted by its vibrant red walls adorned with tropical motifs. A gated entrance leads to the inviting front area, while colorful umbrellas provide shade. Soft evening light casts a warm glow, enhancing the welcoming atmosphere of the property.
Guesthouse in Vieques
4.85 out of 5 average rating, 125 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
A cozy sleeping area features a spacious bed adorned with decorative pillows. A large, colorful painting hangs on the feature wall, complemented by additional artwork. Natural light illuminates the room, which includes a bedside table and a floor lamp.
Guesthouse in PR
4.85 out of 5 average rating, 287 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.

Guesthouse in Ceiba
New place to stay

Piscina Vista Guest House w/ Solar

Welcome to Your Poolside Escape. Discover the charm of our tranquil studio, designed for relaxation and island living. Nestled beside the sparkling pool, this private retreat offers the perfect blend of mountain & ocean views. Wake up to tropical breezes, enjoy your morning coffee on the patio, or unwind with an evening swim under the stars. The pool area shared by just a few guests, creating an intimate resort feel. Slow down, soak up the sun, and enjoy the best of Puerto Rico’s beauty.

Guest favourite
A vibrant, Spanish-style casita is surrounded by lush tropical plants and colorful flowers. The exterior is painted in warm hues, with a partially covered terrace leading to a dipping pool. Outdoor seating areas are enhanced by greenery, creating a tranquil and inviting space.
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
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.
Guesthouse in Vieques
4.77 out of 5 average rating, 65 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.

Superhost
A well-lit bedroom features two spacious beds with light bedding and decorative pillows. Soft towels are neatly arranged on each bed. Natural light filters through sheer curtains, and a pendant lamp provides ambient lighting. A wall-mounted television is visible in the corner.
Private room in Vieques
4.81 out of 5 average rating, 190 reviews

Casa San Juan Guesthouse Room A

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 with shared bathroom, dining, living room and spacious balcony. Bathroom is shared with one more room.

Guest favourite
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.
Guesthouse in Vieques
4.86 out of 5 average rating, 7 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

Guesthouse in Esperanza
New place to stay

Best Location in Vieques! Studio/BioBay/Beach

The absolute best location in Vieques! Steps from the Caribbean, close proximity to the area's best restaurants and world class beaches. Traveling to the island to see the unworldly Bio Luminescent Bay? We have you covered! Just a short walk from all the guide meeting spots. Guest rooms are private and have their own bed, bathroom, WiFi and air-conditioning for comfort during your stay.

Guest favourite
Guesthouse in Vieques
4.83 out of 5 average rating, 24 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.

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