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Guesthouse vacation rentals in Caribbean

Find and book unique guesthouse rentals on Airbnb

Top-rated guesthouse rentals in Caribbean

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

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Top guest favorite

A wooden outdoor shower structure is framed by lush green foliage and a tree branch. The natural setting provides a sense of privacy while allowing for a peaceful connection with nature.

Guesthouse in Santa Cruz

4.94 out of 5 average rating, 31 reviews

Spacious guest home with scenic view of sunset

Now with hot water * Beautiful guest house with everything you need for a great stay in Aruba! Perfectly located to enjoy both sides of the Island. Our guest house is spacious and comfortable designed with you in mind! In addition with the normal house amenities, we provide beach chairs, towels and a cooler for your beach visits! Don't miss our great outdoor shower with mountain view! Your local Host is our beloved "Tante" Sonia Yrausquin, click on the co-host picture to learn more about her!

Top guest favorite

A panoramic view showcases a swimming pool framed by lush gardens, with a backdrop of rolling hills and the San José skyline. Tall palm trees sway gently, and the vibrant greenery enhances the serene atmosphere of the outdoor space.

Guesthouse in San Antonio

4.98 out of 5 average rating, 153 reviews

Amazing City Views/Guest house Escazú (2 Guests+2)

Welcome to Arcadia! Explore upscale Escazú at our unique property offering a stay at the adjacent guest house 'Casa Iduna,' featuring serene views of a freshwater pond, volcanoes, and the San José skyline. Lush gardens, exotic fruit trees, a swimming pool, and a cozy rancho surround the guest house, ensuring a relaxing stay. IMPORTANT: Booking includes two guests; extra guest charges apply. No special events are permitted, and only one pet per booking is allowed. Uber Eats delivery available.

The entrance features a covered porch with two distinct blue doors, accented by white columns. Potted plants and a simple bench are positioned on the side, while patterned tiles and green foliage create an inviting walkway.

Guesthouse in Miami

4.96 out of 5 average rating, 118 reviews

Cosy Guesthouse Central Located

Welcome to our centrally located Miami guesthouse! This cozy retreat is perfect for solo travelers or couples. Complete renovated with free private gated parking, your own entrance and outdoor patio to enjoy a comfortable stay with modern amenities and easy access to the city's top attractions. Just minutes away from Miami Airport, Downtown, Coral Gables and the Beaches. Convenient located to explore nearby restaurants, shops, and nightlife. Book your stay now for a memorable Miami experience!

The exterior features a modern building with white walls and a vibrant blue front door. Potted palm plants line the entrance, complementing the lush green grass, while a clear blue sky provides a bright backdrop.

Guesthouse in Fort Lauderdale

4.86 out of 5 average rating, 29 reviews

Retreat Near Cruise & Airport

A private, cozy guesthouse offering a serene retreat. It features a warm and inviting design, soft lighting, and plush furnishings. Inside, you’ll find a snug living space with a fireplace and a comfortable seating area, a well-appointed couch-bed with high-quality linens. The kitchenette is stocked with essentials for self-catering. Outside, the guesthouse has a private patio with seating creating a tranquil ambiance perfect for relaxation, ideal for couples or solo travelers.

The image displays a serene view of clear turquoise waters under bright sunlight, reflecting soft ripples. A wooden boat is partially visible at the edge, with its polished deck contrasting against the vibrant water. Lush greenery frames the scene, providing a natural backdrop.

Guesthouse in Lajas

4.82 out of 5 average rating, 110 reviews

High Tide Guesthouse PR - Room #2

Welcome to High Tide Guesthouse PR, we are centrally located in the vibrant town of La Parguera Puerto Rico. Our Guesthouse is a short walk from restaurants, gift shops, boutiques and much more. The area consists of the famous Keys such as Caracoles, Mata La Gata and the Bioluminescent Bay. All of these experiences are just minutes from our newly renovated rooms. Come and immerse yourself in the beauty of South West Puerto Rico! See host profile for additional rooms.

The two-story guest house is surrounded by lush greenery, featuring a large pool in the foreground. Comfortable lounge chairs with umbrellas provide shaded seating. The architecture includes a distinctive conical roof and balcony, enhancing the inviting exterior.

Guesthouse in Rodney Bay

5 out of 5 average rating, 17 reviews

Guest House at Residence Du Cap

Unwind in this serene and elegant retreat. Welcome to the opulent guest house at Residence Du Cap, situated on a mountainside within the prestigious Cap Estate community. Enjoy breathtaking panoramic views stretching from Pigeon Point to the iconic Pitons, all framed by the stunning Caribbean Sea. Prepare to capture unforgettable sunsets every evening. This luxurious space is climate-controlled and equipped with all the amenities you need for a perfect getaway.

A well-equipped kitchen area features modern appliances including a microwave, coffee maker, and electric stovetop. Open shelves display glassware and essential kitchen items. A marble countertop with a sink is visible, providing a functional space for meal preparation.

Guesthouse in Coral Gables

4.88 out of 5 average rating, 25 reviews

Guest House in the Miami Airport- Airbnb # 1

Guest house in the Miami International Airport Area fully renovated with modern features. Special location to explore the city. Its central location allows easy access to the most visited areas of Miami: beaches, downtown, Little Havana, Winwood, Coral Gables, and 8 Street. Privileged location to access the most famous and renowned cosmetic clinics in Miami. 3.0 miles away from the airport. Very accessible to public transportation.

A serene beach scene features gentle waves lapping at a sandy shore, framed by tall palm trees. The clear blue sky enhances the vibrant colors of the ocean, with scattered clouds adding depth to the view. Lush greenery borders the rocky foreground.

Guesthouse in Wellhouse

5 out of 5 average rating, 26 reviews

Cozy Guesthouse near Bottom Bay

RATES INCLUSIVE OF SHARED ROOM RATE LEVY IMPOSED BY GOVERNMENT OF BARBADOS Enjoy your vacation in our Guesthouse and feel like home! My famlily and I will make your stay as comfortable as possible. We are always up for a chat but we also respect your privacy. Our Guesthouse is located at the South-eastcoast, away from the center and the touristic heart of the island. We are situated in a calm and beautiful scenery.

Top guest favorite

A covered outdoor area features a love-seat adorned with cushions, alongside a small shelving unit displaying neatly folded towels. Lush greenery surrounds the space, providing a tranquil ambiance, while a glimpse of the pool is visible in the background.

Guesthouse in Playa Hermosa

4.95 out of 5 average rating, 239 reviews

Cozy Guesthouse 5 mins To Beach

Quaint and cozy stand alone guesthouse located in nice residential community, merely 5 min walk to the beautiful Playa Hermosa beach in Guanacaste Province. We are Canadian, however spend considerable time in Costa Rica. As such, you may be hosted by my friendly and welcoming Family who live in the main property (detached from the guest house) most of the year or friends of ours who may be managing the property.

A screened lanai features a tranquil pool, illuminated by soft blue lighting. The pool is shaped organically, with a smooth surrounding deck. Shadows play across the surface, creating a serene atmosphere for a peaceful retreat.

Guesthouse in Bonita Springs

5 out of 5 average rating, 3 reviews

Country Bungalow Guest House

Tranquil setting just minutes from dining, entertainment, and the beaches. This 1,200 sq.ft. home is a guest house on over 2 acres. It is a private setting with a bass pond for guest fishing, horses on site. The home is a luxury guest house with all the accouterments needed away from home. Bring your toothbrush, stay awhile and enjoy the home away from home.

The pool area is surrounded by lush greenery and tropical plants. Four lounge chairs are placed around the water's edge, offering a relaxing space. The serene lake is visible in the background, enhancing the peaceful ambiance of the outdoor space.

Guesthouse in West Palm Beach

4.93 out of 5 average rating, 247 reviews

Our Guest House

Our place is close to the airport, nightlife, the city center, and parks. You’ll love our place because of the views, the location, the people, and the ambiance. Our place is good for couples, solo adventurers, business travelers, families (with kids), and furry friends (pets).

Vacation rentals for every style

Get the amount of space that is right for you

Apartments

Convenient locations with everyday essentials

Cabins

Kick off your hiking boots at these rustic lodgings

Villas

Luxurious estates for the ultimate escape

Popular amenities for Caribbean guesthouse rentals

Free parking on premises

Air conditioning

Family-friendly guest house rentals

A clean single bedroom features a spacious bed with a cozy blanket. A gray futon complements a small dining table surrounded by yellow chairs. The room is adorned with bright yellow walls and a green area rug, creating a lively atmosphere. A dresser and bright natural light add to the space.

Guesthouse in Añasco

4.92 out of 5 average rating, 219 reviews

Casita Linda (Cute Little House)

The image offers an aerial view of a property featuring spacious green lawns and an array of trees. A stone pathway winds through the garden, connecting various areas. The structure on the left is surrounded by greenery, providing a sense of privacy and tranquility.

Guesthouse in Cabrera

4.81 out of 5 average rating, 137 reviews

Private studio with stunning ocean views

Guesthouse in Isabela

4.84 out of 5 average rating, 132 reviews

CAMPOCOSTA: private property w/pool, near beach

A vibrant, two-story bungalow features a colorful exterior in shades of blue and yellow, surrounded by lush greenery and blooming flowers. A shaded balcony overlooks a small patio area with a wooden table and chairs, enhancing the inviting atmosphere of the garden setting.

Guesthouse in Punta Cana

4.9 out of 5 average rating, 262 reviews

La casita guesthouse

The calm waters of an infinity pool reflect the clear blue sky, surrounded by vibrant tropical plants and smooth white walls. The gentle curves of the pool edge create a seamless transition into the lush landscape, inviting relaxation and enjoyment.

Guesthouse in Little Bay

4.86 out of 5 average rating, 228 reviews

Your oasis with spectacular views and private pool

Top guest favorite

A spacious bedroom features a king-size bed adorned with a blue and white textured coverlet. Soft natural light filters through the window, illuminating the room, which includes a nightstand, dresser, and a comfortable bench at the foot of the bed.

Guesthouse in Sarasota

4.97 out of 5 average rating, 271 reviews

Sarasota guest house only 8 miles to Siesta Key

A clear blue swimming pool reflects the sky, surrounded by a stone patio. Comfortable loungers invite relaxation, while lush greenery and a modern guest house in the background enhance the serene outdoor setting.

Guesthouse in Barrio Rio Grande

4.95 out of 5 average rating, 390 reviews

Clean & Breezy Solar/Grid Casita : pool, ac, wifi

Top guest favorite

The exterior of a quaint cottage is captured, featuring light-colored siding and blue accents. A pathway made of stone leads to the entrance, bordered by lush green grass and small shrubs. A blue canopy is positioned over part of the entrance area.

Guesthouse in Hobe Sound

4.8 out of 5 average rating, 158 reviews

Sandee's Cottage

Guest house rentals with a patio

Top guest favorite

A lush garden features a well-maintained lawn surrounded by tropical plants and trees. A shared hot tub is visible, set within a secluded area. The cozy indoor space showcases a kitchenette equipped with essential appliances and is accented by natural light filtering through the windows.

Guesthouse in West Palm Beach

4.97 out of 5 average rating, 312 reviews

Bungalow with Putting Green, Hot Tub, & Garden

Top guest favorite

Guesthouse in Jayuya

4.97 out of 5 average rating, 172 reviews

Pradera Country House

A private outdoor area features a turquoise pool surrounded by lush greenery and stone pavers. A large umbrella offers shade over a lounge chair, while colorful pool floats, including a flamingo and a swan, rest on the water's surface. A decorative planter adds a touch of nature.

Guesthouse in Toa Alta

4.88 out of 5 average rating, 195 reviews

Under Sea guest house.

A modern structure with large glass windows offers expansive views of the surrounding landscape. The exterior features a terracotta roof and a wooden deck leading to a manicured lawn, complemented by potted plants and outdoor seating.

Guesthouse in San Antonio

4.89 out of 5 average rating, 9 reviews

The RoofTop House Loft

A stylish living area is depicted, featuring a light-colored sofa and a striking abstract artwork. A compact kitchen with white cabinetry is visible, complemented by red bar stools at a counter. Bright lighting enhances the clean lines and modern aesthetic of the space.

Guesthouse in Cape Coral

4.91 out of 5 average rating, 129 reviews

Cute & Cozy

A private outdoor area features a cozy swing sofa under a wooden pergola, surrounded by lush greenery. Several comfortable chairs are positioned around a small fire pit, creating a welcoming space for relaxation. Natural light filters gently through the surrounding trees.

Guesthouse in Sarasota

4.88 out of 5 average rating, 118 reviews

City Garden Cottage

A well-maintained pathway lined with palm trees leads through the lush green landscape. The sun shines brightly above, creating a vibrant atmosphere. To the right, a cottage is visible, blending naturally into the tranquil setting surrounded by greenery.

Guesthouse in Bridgetown

4.85 out of 5 average rating, 34 reviews

Escape to Peace.

A spacious outdoor patio features several seating arrangements, including a large umbrella-covered table and comfortable lounge chairs. Decorative elements include a patterned wall art piece and potted plants. The serene setting is surrounded by greenery, enhancing the private retreat atmosphere.

Guesthouse in Port Charlotte

4.93 out of 5 average rating, 116 reviews

the Pool House

Guest house rentals with a washer and dryer

Guesthouse in Hialeah

4.95 out of 5 average rating, 148 reviews

Perfect Getaway‼️ 2 Miles from MIA & 8 To UR Cruise

Top guest favorite

Guesthouse in Aguadilla

5 out of 5 average rating, 15 reviews

Breeze Villa 1

A charming outdoor area is framed by tall palm trees, with a pathway of stepping stones leading to a light blue exterior. Two chairs are positioned near the entrance, surrounded by well-maintained grass and tropical foliage.

Guesthouse in West Palm Beach

4.88 out of 5 average rating, 74 reviews

Palm Tree Paradise Guest House

Top guest favorite

A landscaped garden surrounds a white cottage, featuring lush green shrubs and vibrant flowering plants. Palm trees provide shade, complemented by a clear blue sky. The entrance showcases large windows that allow light into the living space.

Guesthouse in Pompano Beach

4.98 out of 5 average rating, 126 reviews

Pompano Beach Guesthouse on the ocean

Top guest favorite

A modern kitchen is equipped with stainless steel appliances and white cabinets. Black granite countertops provide ample space, highlighting an island with two stools. Open shelving displays decorative items, while natural light brightens the area.

Guesthouse in Naples

4.97 out of 5 average rating, 141 reviews

Whispering Pines 2 bedroom guest house

A wall-mounted dispenser features three compartments labeled for body wash, shampoo, and conditioner. The body wash is a warm orange color, while the shampoo and conditioner are white. The dispenser is installed against a tiled wall with white and grey hexagonal patterns.

Guesthouse in Miami

4.89 out of 5 average rating, 123 reviews

Cozy 1-Bedroom Private Guesthouse

Guesthouse in West Palm Beach

4.94 out of 5 average rating, 263 reviews

Charming SoSo Apartment: Walk to Intracoastal

A serene view is presented, featuring soft, white sandy beach leading to clear, turquoise waters. The horizon showcases a blend of clouds and blue sky, creating a tranquil coastal environment. Gentle waves are seen lapping at the shore, inviting relaxation.

Guesthouse in Sarasota

4.91 out of 5 average rating, 106 reviews

Super Clean Cozy and Quaint steps from the beach

Destinations to explore