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Guesthouse vacation rentals in Florida

Find and book unique guesthouse rentals on Airbnb

Top-rated guesthouse rentals in Florida

Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

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Top guest favorite

An A-frame structure features a distinct triangular design, with a white door and a small window displaying potted plants. The entrance is accented by a colorful mat, framed by lush greenery and tropical plants surrounding the area.

Guesthouse in Vieques

4.99 out of 5 average rating, 231 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.

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

4.68 out of 5 average rating, 25 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!

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

4.84 out of 5 average rating, 119 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

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

4.86 out of 5 average rating, 285 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.

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.

A private bedroom features a spacious bed with decorative pillows and bedside lamps on each side. A modern light fixture hangs above, providing soft illumination. A small sink and mirror are positioned to one side, while patterned tiles enhance the room's charm.

Private room in Vieques

4.86 out of 5 average rating, 111 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 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.

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.

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, 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.

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

4.83 out of 5 average rating, 6 reviews

Orchindeas

A house without luxuries, but clean and safe, half a block from all the shops and restaurants in Esperanza. 1 large bedroom with a queen size 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. -property safe -private house and patio with hammock

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.

Top guest favorite

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.

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

A cozy room features a spacious bed with a light-colored quilt and decorative towels. Light curtains in neutral tones complement dark blue drapes. A bedside table is positioned next to the bed, with a lamp providing illumination. An air conditioning unit is visible near the wall.

Private room in Vieques

4.84 out of 5 average rating, 100 reviews

Vieques Tropical Guest House / Room 8 Playa Negra

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.

Vacation rentals for every style

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Houses

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Apartments

Convenient locations with everyday essentials

Villas

Luxurious estates for the ultimate escape

Popular amenities for Florida guesthouse rentals

Free parking on premises

Air conditioning

Family-friendly guest house rentals

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

4.65 out of 5 average rating, 75 reviews

Villa 3 Flamenco Beachfront Villas

A charming turquoise structure is surrounded by lush greenery, featuring a decorative mural depicting tropical sea life. The property is enclosed by a chain-link fence, with slatted windows providing natural light. Soft, dappled sunlight filters through the trees, creating a serene outdoor space.

Private room in Culebra

4.8 out of 5 average rating, 108 reviews

Large Efficiency Apartment at Casita Tropical

A modern kitchen area is equipped with stainless steel appliances, including a refrigerator and a stove. The light-colored cabinet doors contrast with the turquoise wall. A round mirror and decorative plants are arranged on a wooden console, adding functional style to the space.

Guesthouse in Flamenco

4.72 out of 5 average rating, 67 reviews

Villa 11 Flamenco Beachfront Villa

Private room in Playa Sardinas II

4.95 out of 5 average rating, 20 reviews

Posada La Hamaca 10

The room features a Queen-size bed and two Twin beds, each with a comfortable blue bedspread. A small table and two chairs are positioned near the window, allowing natural light to fill the space. A large painting of a pelican is mounted on the wall.

Guesthouse in Flamenco

4.41 out of 5 average rating, 61 reviews

Villa 6 Flamenco Beachfront Villas

A serene view is presented from a balcony, framed by turquoise railings. Lush palm trees sway gently in the breeze, while the sandy beach and tranquil sea can be seen in the distance. Bright blue skies accentuate the natural beauty of the surroundings.

Guesthouse in Flamenco

4.44 out of 5 average rating, 87 reviews

Apt. 2A Flamenco Beachfront Villas

The kitchen features a spacious countertop with seating for four, complemented by modern appliances. Light cabinets and a patterned backsplash enhance the bright atmosphere. A refrigerator and ample storage are visible, along with clean, white tile flooring providing a polished appearance.

Guesthouse in Flamenco

4.58 out of 5 average rating, 98 reviews

Flamenco Beachfront Villas, 3B Apartment

A serene view of Flamenco Beach showcases white sand and turquoise waters under a clear blue sky. Palm trees frame the beach, enhancing the natural beauty of the area. A small path leads toward the shore, while lounge chairs are positioned on the wooden deck.

Guesthouse in Flamenco

4.58 out of 5 average rating, 64 reviews

Apt. 3A Flamenco Beachfront Villas

Guest house rentals with a patio

The sleeping area features a spacious bed adorned with soft, neutral bedding and decorative pillows. A stylish lamp provides warm lighting, while a small plant adds a touch of greenery. A wall mural depicting palm trees creates a serene atmosphere.

Guesthouse in Luquillo

4.95 out of 5 average rating, 37 reviews

Studio @ Casita San Rafael

Top guest favorite

An exterior view of the entrance features a vibrant mural with Puerto Rican cultural elements. Small bistro-style tables and chairs are set outside under a canopy of greenery, inviting guests to enjoy the surrounding landscape.

Guesthouse in Carolina

4.97 out of 5 average rating, 60 reviews

“Cozy Couples Oasis”, clean , safe and well-loved.

A wooden lounge chair is positioned near a swimming pool, framed by stone walls and lush greenery. Two lounge chairs are visible beside the pool, surrounded by vibrant flowers and a trellis overhead. The calm blue water reflects the surrounding foliage.

Guesthouse in Yabucoa

4.91 out of 5 average rating, 23 reviews

Manantial Apartments

A private room features a spacious bed with a light grey upholstered frame and patterned bedding. The bed is positioned against a decorative wall showcasing modern art pieces. Soft lighting highlights vertical wood paneling on either side, adding subtle texture to the warm-toned walls.

Guesthouse in Carolina

4.86 out of 5 average rating, 7 reviews

The apartment (few minutes from the airport)

A covered terrace features a colorful hammock, providing a relaxed space to enjoy views of the surrounding neighborhood. White railings frame the outdoor area, while a few plastic chairs are positioned nearby, inviting leisurely moments in this open-air setting.

Guesthouse in Carolina

4.93 out of 5 average rating, 129 reviews

La Terraza Norte - private apt. & parking Carolina

An aerial view captures the scenic coastal landscape of Las Croabas, highlighting the turquoise waters and lush greenery. Sailboats can be seen anchored in the bay, while the nearby shoreline is lined with buildings and homes. The vibrant sea merges harmoniously with the coastline.

Guesthouse in Fajardo

4.51 out of 5 average rating, 37 reviews

Sunset View Unit @ Las Croabas (Las Croabas)

Guesthouse in San Juan

4.94 out of 5 average rating, 17 reviews

Apt. in downtown San Juan Casa Nido

A cozy studio is presented with a queen-sized bed dressed in gray and blue bedding. The room features a geometric light fixture, air conditioning unit, and a small workspace with a blue chair. Natural light filters through a window, accentuating the clean, modern decor.

Guesthouse in Luquillo

5 out of 5 average rating, 13 reviews

Walking Distance Las Pailas River - Near El Yunque

Guest house rentals with a washer and dryer

A private backyard oasis features a cozy hot tub surrounded by lush greenery. A decorative mural adds character to the space, while an awning provides shade. The area is complemented by artificial grass, creating a clean and inviting outdoor retreat.

Guesthouse in Cangrejo Arriba

5 out of 5 average rating, 6 reviews

Guesthouse Just Minutes away From Isla Verde beach

A spacious living area features a dark sectional sofa adorned with decorative pillows. A large wall art piece is displayed, enhancing the coastal theme. A dining area with wooden chairs and a modern bar counter is visible in the background, alongside a bright kitchen area.

Guesthouse in Luquillo

4.7 out of 5 average rating, 54 reviews

Luquillo Beach Vacation II

A single-story house with bright pink exterior walls is visible beside a well-maintained pathway. A garden lined with greenery borders the fenced area. Clear skies and sunlight illuminate the scene, while a utility pole and road can be seen in the background.

Guesthouse in Quemado

4.89 out of 5 average rating, 9 reviews

Accommodation in Estrellita's corner

The two-story home is illuminated at night, showcasing a spacious outdoor area. A covered patio with seating is visible, alongside a well-maintained lawn and decorative plants. Soft lighting highlights the architecture, creating a welcoming ambiance.

Guesthouse in Río Grande

4.91 out of 5 average rating, 227 reviews

🏝The White Tropical House - BEACHFRONT🏖

A well-lit outdoor seating area showcases multiple chairs positioned beside colorful potted plants. The background features a Puerto Rican flag, and vibrant geometric murals create an engaging atmosphere. Clear signage indicates parking restrictions, contributing to a well-organized space.

Guesthouse in Fajardo

4.9 out of 5 average rating, 315 reviews

Villa del Carmen Apartments 1 Don Yeyo

Guesthouse in San Juan

4.67 out of 5 average rating, 6 reviews

Villa #3

A welcoming living area showcases light-colored walls and tiled flooring. The space features a comfortable grey sectional sofa and two modern chairs. A wooden coffee table sits atop a patterned area rug, adorned with a few plants. Natural light filters in, creating a bright atmosphere.

Guesthouse in Mata de Plátano

4.91 out of 5 average rating, 23 reviews

Rain Forest Casita, by El Yunque, King Size Bed!

A beach scene is presented at night, featuring tall palm trees swaying gently. The ocean waves can be seen under moonlight, while the sandy area is illuminated by warm street lamps. A vintage car is parked nearby, adding to the tranquil atmosphere.

Guesthouse in Mata de Plátano

4.78 out of 5 average rating, 86 reviews

Aquarella Beach Front

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