
Guesthouse holiday rentals in Caribbean
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Top-rated Guesthouses in Caribbean
Guests agree: These guesthouses are highly rated for location, cleanliness and more.

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 21 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.

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.

High Tide Guesthouse - Room #3
Welcome to High Tide Guesthouse, 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. This small room is perfect for a single person or a couple for a weekend getaway. See host profile for additional rooms too!

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.

Les Ramiers
Spend your holidays at Villa les Ramiers, where the sun is with you from sunrise and throughout the day. The accommodation is independent, not overlooked, with its small kitchen and terrace overlooking the pool, a top-deck to enjoy the sunrise, a large bedroom overlooking the covered patio with lounge area with sea view. Located on the well-ventilated heights with stunning views of Petite Anse. Private parking is located next to the Villa. Welcome!

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.

Treetop cabin - Private hot tub, pool & trails
An unique and modern treetop cabin hidden in 10 acres of private primary rainforest, in a peaceful small town of rural Costa Rica, with La Fortuna, Bajos del Toro and Sarapiquí all within reach. Soak in your own private heated hot tub on the balcony while the forest does the talking, waterfall sounds included. Full kitchen, rain shower looking at the treetops, river, trails and two pools with natural spring water. Local owned ✌️🇨🇷

Stingray Cottage
PLEASE NOTE: We do not accept children under 13. Stay somewhere wild at Searenity. Stingray is a private retreat for two surrounded by tropical forest, birds and mountain views above Port Antonio. Wake to views of Blue Mountain Peak, Nonsuch Falls and the coastline. Enjoy a king bed, bathroom, kitchenette and hammock, plus our 25m lap pool, outdoor gym and private nature sanctuary. Ideally located for exploring Port Antonio.

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

Aloha Vibes-HOT TUB-Everglades/The Keys
Find solace away from the daily grind in our beautiful sanctuary. Discover serenity in our charming tiny house with a petite patio and luxurious jacuzzi. Perfect for a cozy getaway, this retreat offers a blend of comfort and relaxation. Unwind in style surrounded by nature.

Sweet Cottage.
Located on Peterborg in a gated neighborhood, this quaint and quiet cottage overlooks Magen's Bay. Beautiful view with wild parrots flying by. A 30 min walk to the beach, like a level 3 walk . 4 min drive
Popular amenities for Caribbean guesthouses
Family-Friendly guesthouses

Stay at the Yunque’s National Skirt

Pradera Country House

“Sail Loft Port”, Duplex with a Pool, Beach Access

1: Private Pool, Ocean Views, Walk to Sandy Beach

Experience Tropical Camping at a Cabin Close to the Ocean

Cabin by the Pool BBQ, Pool, A/C Pet Friendly

Villa Samsara - on a beautiful 5 acre farm

Cozy and charming cottage
Guesthouses with a patio

Modern, Cozy & Quiet•10 min from MIA• FREE Parking

Miami North Beach

Waterfront Hideaway

5 minute from the airport, sleep 4, 2 Bedroom,

Bungalow with Putting Green, Hot Tub, & Garden

Captivating Villa with Heated Pool, Laundry & More

Modern & Cozy house 2/2 with hot tub

Private Studio | King Bed | Minutes to Wynwood
Guest house rentals with a washing machine and dryer

St. Croix Ocean Vista Honeymoon Cottage - Beach

Heavenly Suite 1 - The M @ the Edge

Tranquil Corner Studio with many Trees!

Cozy Cottage by the Bay

*KING BED* Private Cottage in the heart of WPB

Private cottage in the Historical Heart of Miami.

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

Raven Haus: Curated 2 Bedroom Guest House w/Pool
Destinations to explore
- Aparthotel rentals Caribbean
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- Rentals with a kayak Caribbean
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- Rentals with a hot tub Caribbean
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- Things to do Caribbean
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