Guesthouse vacation rentals in Florida

The interior of the A-frame structure features a high, pointed ceiling adorned with a geometric light fixture. Decorative wall art is displayed along the walls, enhancing the unique architectural style. The white wooden surfaces contribute to a bright and airy atmosphere.

4.99 out of 5 average rating, 200 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 spacious outdoor area features a large, multicolored umbrella over a circular stone table, surrounded by tropical greenery. The building showcases a light blue exterior with multiple windows, and a second-floor patio is visible above the entrance.

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!

A serene beach scene at dusk showcases a gradient sky transitioning from deep blue to vibrant orange and purple. Silhouettes of palm trees frame the view, while the moon is visible above a distant island. Gentle waves are seen lapping at the shore.

4.84 out of 5 average rating, 110 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 hand reaches out from the water, holding a sea urchin with a spiky exterior. The lush green foliage and rocky shoreline are visible in the background, hinting at a vibrant coastal environment. Sunlight reflects on the water's surface, creating a serene atmosphere.

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.

A silhouette of tall palm trees is set against a pastel sky, where hues of orange and pink blend with clouds at sunset. Lush tropical vegetation frames the scene, creating a serene atmosphere of natural beauty.

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.

4.84 out of 5 average rating, 103 reviews

A covered balcony area is furnished with white rattan chairs featuring turquoise cushions and a matching coffee table. A colorful hammock is suspended nearby, while patterned tiles decorate the floor, enhancing the outdoor space.

Private room in Vieques

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.

Tall palm trees sway gently against a backdrop of turquoise waters and a darkening sky. The edge of the beachfront villa is visible, with a section of garden framing the scene. The ocean reveals varying shades of blue, hinting at the coastal beauty.

4.98 out of 5 average rating, 62 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.

An aerial view captures the stunning coastline with clear turquoise waters lapping against a sandy beach. Lush greenery surrounds the bay, and the vibrant coral reefs are visible beneath the water's surface, highlighting the natural beauty of the area.

Guesthouse in Culebra

4.7 out of 5 average rating, 142 reviews

The Casita @ Mango Fish Guest House

The Mango Fish Guesthouse is a colorful retreat conveniently located 1.5 miles from world famous Flamenco Beach, nestled in a hilltop neighborhood. We are close to restaurants, food stands, jeep and cart rentals, the airport and Costa Del Sol grocery store is less then a minute walk on the same street. You’ll love our place for the location convenience to beaches and town, the privacy of our gated yard and the authentic experience of living among our locals.

A stack of beach chairs is neatly arranged against a wall. The chairs feature a blue and white striped design, with one displaying a red lobster motif. The metallic frames are visible, adding to the practical appeal of the seating options.

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.

5 out of 5 average rating, 4 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

4.82 out of 5 average rating, 22 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.

An open kitchen and living area feature natural light streaming through large windows. The space includes a textured wall, modern appliances, and a dining space. Ceiling fans are positioned above, contributing to air circulation. A comfortable seating area is visible, enhancing the relaxed vibe of the environment.

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

Vacation rentals for every style

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Popular amenities for Florida guesthouse rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly guest house rentals

A vibrant living room features a brown sofa adorned with colorful throw pillows and a decorative platter on a white coffee table. Bright orange and blue accents complement the space, which is illuminated by two red lamps and decorated with floral wall art.

4.65 out of 5 average rating, 257 reviews

Ocean Park/Condado guest house Gay friendly

The two-story apartment building is showcased, featuring a bright yellow and turquoise exterior. Decorative ironwork panels create an inviting entrance. Lush green grass surrounds the front, with small plants and landscaping enhancements visible.

Guesthouse in Carolina

4.76 out of 5 average rating, 153 reviews

Country Club Village 1

A single-story house is shown with a covered carport, partially shaded by a tree. The exterior features a light-colored facade with black window grilles. The sun sets in the background, casting a warm glow across the scene.

Guesthouse in Cangrejo Arriba

4.64 out of 5 average rating, 28 reviews

Joe apartment

A spacious studio featuring a queen size bed dressed in neutral tones. A light-colored wall complements the modern decor. An entryway leads to a bathroom area, visible in the background, with essential amenities for comfort.

Guesthouse in Vistamar

4.76 out of 5 average rating, 387 reviews

Conchita Studio / Tesla Solar + No Blackouts

A spacious bed with white bedding is centered in the room, accompanied by a decorative green pillow. A small black side table with a lamp stands nearby, and light streams through sheer curtains, illuminating the tiled floor.

Private room in Vieques

4.87 out of 5 average rating, 106 reviews

Vieques Tropical Guest House / Room 6 El Gallito

The exterior of a charming, two-story building is shown, featuring a mix of light blue and white colors. Palm trees frame the entrance, alongside umbrellas over outdoor seating. A modern design is evident, with a balcony above and plants adorning the front area, creating a welcoming vibe.

Private room in San Juan

4.25 out of 5 average rating, 44 reviews

Breeze Point - Apt 2A,By The Pool Suite

A modern two-story house features a striking blue accent wall, complemented by large windows that provide natural light. The entryway is framed by steps leading to the front door, with a neatly manicured lawn in the foreground and a driveway on the left.

Guesthouse in Playa Azul

4.73 out of 5 average rating, 63 reviews

Modern living 2 minutes to beach

A spacious bed is adorned with white linens and two red accent pillows. A bedside table with a lamp is positioned nearby, while a serene artwork depicting a manatee hangs above the bed, providing a calming touch to the room.

4.92 out of 5 average rating, 262 reviews

Private Studio by Hammocks Terrace

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Guest house rentals with a patio

4.96 out of 5 average rating, 24 reviews

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 Playa Azul

Studio @ Casita San Rafael

4.67 out of 5 average rating, 21 reviews

A modern structure features large glass doors that provide views of a swimming pool and outdoor deck. Lush palm trees line the background, adding to the tropical atmosphere. The pool area is framed by a combination of light-colored tiles and natural wood decking.

Guesthouse in Palmas

Welcome to Casa Mandala PR!

4.98 out of 5 average rating, 47 reviews

The exterior of the property features a white wall adorned with colorful murals and decorative elements, including the Puerto Rican flag. Lush greenery climbs the wall and a wooden bench is positioned on a stone pathway leading to the entrance, creating a welcoming atmosphere.

Guesthouse in Vistamar

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

4.9 out of 5 average rating, 20 reviews

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

Manantial Apartments

4.93 out of 5 average rating, 40 reviews

A bright and airy space features a spacious bed with gray bedding, complemented by decorative pillows. A green accent wall adds vibrancy. A cozy seating area with a throw blanket is visible, alongside a television and a mirrored wall. Natural light enters through nearby windows.

Guesthouse in Fajardo

The Perfect Stay in Puerto Rico!

Guesthouse in Saint Thomas

5 out of 5 average rating, 89 reviews

Sunrise Cottage - Secluded, Romantic, Private

4.6 out of 5 average rating, 35 reviews

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

Sunset View Unit @ Las Croabas (Las Croabas)

5 out of 5 average rating, 13 reviews

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

Near El Yunque - Walking Distance Las Pailas River

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Guest house rentals with a washer and dryer

Guesthouse in Cangrejo Arriba

A guest house is depicted at night, illuminated by soft outdoor lighting. A cozy garden area features artificial grass, enhancing the serene ambiance. A large wall-mounted screen displays a peaceful scene. Foliage is present, complementing the private hot tub tucked in the corner.

5 out of 5 average rating, 6 reviews

Guesthouse Just Minutes away From Isla Verde beach

The exterior showcases a vibrant wall adorned with intricate tiles in various colors and patterns. A large tree provides shade, accompanied by lush greenery and purple flowers. A bright yellow door stands out, welcoming guests to the property.

4.83 out of 5 average rating, 12 reviews

N1 Cacique | 3bedroom 2bth | Ocean Park Beach

An outdoor terrace area is visible, featuring several wooden chairs arranged around a small table. A waste bin is positioned nearby, and sunlight fills the space, highlighting the tiled floor. A fenced garden area can be seen in the background.

Guesthouse in Quemado

4.88 out of 5 average rating, 8 reviews

Accommodation in Estrellita's corner

A large leafy tree is visible just beyond an open gate, with thick, intertwined roots taking up space on the ground. The paved pathway leads to a residential area, where a portion of a fence and a trash bin can be seen in the background.

4.85 out of 5 average rating, 153 reviews

Steps from the Beach! Great value for your money

4.9 out of 5 average rating, 210 reviews

Guesthouse in Río Grande

🏝The White Tropical House - BEACHFRONT🏖

4.89 out of 5 average rating, 291 reviews

Guesthouse in Fajardo

Villa del Carmen Apartments 1 Don Yeyo

5 out of 5 average rating, 13 reviews

A serene lounge area is visible through green-tinted glass doors. A light-colored sofa is placed against a wall adorned with plants and wall decor, complemented by natural light filtering in. A small round table sits nearby, creating a welcoming space for relaxation.

Guesthouse in Santurce

The Sylvia's Suite at La Botanica