
Guesthouse holiday rentals in Caribbean
Find and book unique guesthouse rentals on Airbnb
Top-rated Guesthouses in Caribbean
Guests agree: These guesthouses are highly rated for location, cleanliness and more.

Romantic hideaway The Lodge at Cosmos St Lucia
Magical open air Lodge for couples and nature lovers, away from busy hotels. Plunge pool and sun deck with views over the Pitons and Caribbean Sea. Studio-style accommodation with kitchen, sitting area, queen sized bed and private outdoor bathroom. Homemade continental breakfast included. Panoramic views, sustainable luxury, concierge, friendly responsive staff, housekeeping, parking. Additional services: private dining, spa treatments, private driver. 10 mins to Soufriere, beaches, activities.

“Sail Loft Port”, Duplex with a Pool, Beach Access
Sail Loft Port is the left side of our purpose-built guest duplex. Our Sail Loft duplex features two separate but identical efficiency suites, each one equipped with a King Sized bed, bath and kitchenette. The pool is shared with guests who may be staying in the other side. Wander down to the dock and use our SUPs and kayaks in the canal where you are guaranteed to see turtles. Fast WiFi lets you work from home if you must. Smart TVs with Netflix help you wind down after a day of fun.

Sunrise Cottage - Secluded, Romantic, Private
Sunrise cottage is located on the cool & breezy north side of St. Thomas. A relaxing 1 bedroom cottage with a full kitchen & living area. You can soak up the sun on the sundeck or hang out in your private soaking pool, while appreciating the breath taking view during the day & the abundance of stars at night. When venturing out you are 20 mins to Magen’s Bay Beach, 15 mins to Town, 30 mins to Red Hook. Note: The hosts live on property with 2 dogs and this cottage is adult only 18 or older.

Guesthome w/ Heated Pool 5 mins from Miami Airport
This home is located just 5 minutes from the Miami Airport and is central to many attractions here in Miami. Take a walk down Calle Ocho, swim at Miami Beach, enjoy a game at Marlins baseball stadium or American Airlines Arena (home to the Miami Heat), and dine at one of the many popular restaurants such as Versailles. These are all within 15 minutes of this private comfortable home. Come enjoy a location that provides a rich experience into the vibrant hispanic culture that Miami radiates.

Modern & Cozy Hidden Gem•10 min MIA•Free Parking
Welcome to your Miami Escape Guesthouse, your easy, restful stay just minutes from MIA🌴 Why book with us? 🔐 Private entrance, smart-lock self check-in 24/7 ✈️ 10 min from Miami International Airport 🅿️ Free parking — driveway + gated 🌳 Private patio — morning coffee in the Miami sun 🛏️ Sleeps 3 (queen bed + full sofa bed) ❄️ Two split A/C units 🚿 Modern bath with rain shower 🍳 Fully stocked kitchen 📺 Smart TV with streaming · 🛜 fast Wi-Fi 🧼 Spotless. Every stay. No exceptions.

Artist A frame in Paradise Casa Mandala #1
Reconnect with nature at this funky unforgettable escape. This is a stand alone 10x12 A frame cabin next to my small main house. The restroom and large outdoor shower room are steps away and offer a private outdoor shower experience. Ac in room is super cold with queen bed with breathable memory foam mattress provide cozy feel. Beach chairs ,towels, and snorkel masks included. Parking on-site. Don't take my word for it read the reviews. I am also able to help out should the need arise.

les Ramiers
Passez vos vacances à la Villa les Ramiers, là où le soleil vous accompagne dès le lever du soleil et tout au long de la journée. Le logement est indépendant, sans vis à vis , sa petite cuisine et terrasse vue sur la piscine , un top-deck pour profiter du lever de soleil, une grande chambre donnant sur le patio couvert avec coin salon avec la vue sur la mer. Situé sur les hauteurs bien ventilé avec une vue imprenable sur la petite Anse. Parking privé situé à côté de la Villa. Bienvenus

Imperial Rustic
Es un penthouse rustico, la piscina y el jaccuzy son totalmente exclusivo para los huespedes, el check in 3 pm y el check out 12 pm Tiene un jaccuzy rustico y varias terazzas, donde pueden contemplar el paisaje de la naturaleza. Tiene un cuarto matrimonial y otro cuarto en el segundo nivel muy romantico para parejas, tiene una cama en el exterior, bbq, hamaca, columpio, sillas reclinables mecedoras, luces en las terrazas y en los cuartos, entre otros para su disfrute.

Modern Minimalist Guest Suite: SoleBianco
Escape to your own private, modern oasis just a 5-minute drive from the world-class surf and golden sands of Jobos Beach. Designed for travelers with a taste for minimalist luxury, this sleek architectural guest suite offers the ultimate indoor-outdoor tropical getaway. Bask in complete privacy behind secure courtyard walls, spend your days lounging by your pristine private lap pool, and experience the absolute best of Isabela’s vibrant coastal lifestyle.

The Cabin in the Forest
Welcome to our place, a tranquil hideaway surrounded by lush forest in Cabo Rojo. Designed with warm wood details and open-air living, this space invites you to slow down, breathe deeply, and reconnect with nature. Enjoy peaceful mornings on the terrace, cozy evenings under soft lighting, and the soothing sounds of the forest all around you. A truly serene escape for those seeking beauty, privacy, and simplicity in a magical natural setting.

Unique forest cabin - Pool, river & private trails
Retreat into 10 acres of private primary rainforest! no roads, no crowds, no noise. Just toucans, streams, 3 km of private hiking trails and a river at the end. A modern, design-led cabin with A/C, a custom rain shower overlooking the San Carlos plains, full kitchen and a balcony over the forest canopy. Two pools with natural spring water and real peace, with La Fortuna, Bajos del Toro and Sarapiquí all within reach. Local owned ✌️🇨🇷

Stylish Loft with Stunning Panoramic Views
Just 9km from SJO airport. Romantic and elegant loft for couples with stunning panoramic views. The perfect place to unwind after a long flight or before heading back home. Relax in the hot tub while enjoying the breathtaking view, and take advantage of the TV, air conditioning, and automated black-out curtains for ultimate comfort. The airbnb is located in Pilas, San isidro de Alajuela
Popular amenities for Caribbean guesthouses
Family-Friendly guesthouses

High Tide Guesthouse - Room #3

Adorable p'tit cottage à 5 mn de la plage 🌴

Cabin by the Pool -private- Mascotas bienvenidas

Experience Tropical Camping at a Cabin Close to the Ocean

Cozy and charming cottage

Stingray Cottage

A-Charming Cottage Great Location in Little Havana

la casita
Guesthouses with a patio

Trendy Studio in FLL - Private entrance & bathroom

4Mi from PBI & Downtown, Free WiFi & Parking

Bungalow with Putting Green, Hot Tub, & Garden

Captivating Villa with Heated Pool, Laundry & More

Cozy Studio Retreat • King Bed

Waterfront Hideaway

Bright and Airy Studio - West Palm Beach

Cheerful Vacation with hot tub
Guest house rentals with a washing machine and dryer

Heavenly Suite 1 - The M @ the Edge

Orchid Cottage

Jupiter Kozy Kottage- NEW July open,2.7 from ocean

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

Pradera Country House

Private Pool, Ocean View, walk to Sandy Beach

Vizcaya Guest House

*KING BED* Private Cottage in the heart of WPB
Destinations to explore
- Aparthotel rentals Caribbean
- Smoking-friendly rentals Caribbean
- Rentals with lake access Caribbean
- Campsite rentals Caribbean
- Castle rentals Caribbean
- Dome rentals Caribbean
- Boat rentals Caribbean
- Family-friendly rentals Caribbean
- Townhouse rentals Caribbean
- Villa rentals Caribbean
- Cottage rentals Caribbean
- Barn rentals Caribbean
- Serviced apartment rentals Caribbean
- Rentals with an EV charger Caribbean
- Holiday home rentals Caribbean
- Luxury rentals Caribbean
- Cabin rentals Caribbean
- Pet-friendly rentals Caribbean
- Rentals with pools Caribbean
- Ski-in/ski-out rentals Caribbean
- Tipi rentals Caribbean
- Bungalow rentals Caribbean
- Fitness-friendly rentals Caribbean
- Hotel rooms Caribbean
- Apartment rentals Caribbean
- Rentals with a fire pit Caribbean
- House rentals Caribbean
- Private suite rentals Caribbean
- Tree house rentals Caribbean
- RV rentals Caribbean
- Boutique hotels Caribbean
- Bed and breakfasts Caribbean
- Rentals with a patio Caribbean
- Rentals with a sauna Caribbean
- Earth house rentals Caribbean
- Ranch rentals Caribbean
- Nature eco lodge rentals Caribbean
- Houseboat rentals Caribbean
- Rentals with a washing machine and dryer Caribbean
- Rentals with beach access Caribbean
- Rentals with breakfast Caribbean
- Rentals with a balcony Caribbean
- Rentals with a fireplace Caribbean
- Island rentals Caribbean
- Rentals with a home theatre Caribbean
- Condo rentals Caribbean
- Beachfront rentals Caribbean
- Beach house rentals Caribbean
- Resort rentals Caribbean
- Waterfront rentals Caribbean
- Tiny house rentals Caribbean
- Hostel rentals Caribbean
- Rentals with a kayak Caribbean
- Farmstay rentals Caribbean
- Loft rentals Caribbean
- Shipping container rentals Caribbean
- Tent rentals Caribbean
- Rentals with an accessible height bed Caribbean
- Chalet rentals Caribbean
- Rentals with a hot tub Caribbean
- Rentals with outdoor seating Caribbean
- Mansion rentals Caribbean
- Rentals with an accessible height toilet Caribbean





