
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.

Jupiter Kozy Kottage- Summer Sale! 2.7 from ocean
Nestled in the heart of Jupiter, 2.7 miles from the beach, Jupiter Lighthouse, Loggerhead Turtle Center, Rodger Dean Stadium, Dubois and other state parks, and close to The Honda Classic, you will be within walking or biking distance to great restaurants, stores, live music, dancing, and will have easy access to I 95 and the turnpike. This free standing, guest cottage boasts a private driveway, keyless entry, wifi, a well-appointed, efficiency kitchen, beach chairs, towels, umbrella, & cooler.

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.

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.

Stingray Cottage
PLEASE NOTE: This property does not accept children under 13 years old. Wake up to bird song and three iconic views: Blue Mountain Peak, the Port Antonio coastline, and a nearby waterfall. Stingray is a private one-bedroom retreat for two inside a living nature sanctuary. King bed, full bathroom, kitchenette, private lap pool, hammock, outdoor dining and gym. WiFi and free parking included. Minutes from the Blue Lagoon and Reach Falls. No parties, no smoking inside, no unregistered guests

“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.

Modern, Cozy & Quiet•10 min from 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.

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 ✌️🇨🇷

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.
Popular amenities for Caribbean guesthouses
Family-Friendly guesthouses

Artist A frame in Paradise Casa Mandala #1

Guesthome w/ Heated Pool 5 mins from Miami Airport

Stay at the Yunque’s National Skirt

High Tide Guesthouse - Room #3

the little house

Pradera Country House

Cozy and charming cottage

Cabin by the Pool BBQ, Pool, A/C Pet Friendly
Guesthouses with a patio

Waterfront Hideaway

Captivating Villa with Heated Pool, Laundry & More

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

Miami North Beach

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

Bungalow with Putting Green, Hot Tub, & Garden

Private Studio | King Bed | Minutes to Wynwood

Cocal Hideaway - Pineapple
Guest house rentals with a washing machine and dryer

Tranquil Corner Studio with many Trees!

Atenas: Guesthouse 2 in nature in Vista Atenas

*KING BED* Private Cottage in the heart of WPB

Villa Samsara - on a beautiful 5 acre farm

Heavenly Suite 1 - The M @ the Edge

St. Croix Ocean Vista Honeymoon Cottage - Beach

Cozy Cottage by the Bay

Simpson Bay Beach 1 bed Apt Topdeck. Ocean views
Destinations to explore
- Aparthotel rentals Caribbean
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- Apartment rentals Caribbean
- Pet-friendly rentals Caribbean
- Boat rentals Caribbean
- Family-friendly rentals Caribbean
- Townhouse rentals Caribbean
- Villa rentals Caribbean
- Barn rentals Caribbean
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- Rentals with a sauna Caribbean
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- Rentals with beach access Caribbean
- Cabin rentals Caribbean
- Rentals with pools Caribbean
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- Resort rentals Caribbean
- Hostel rentals Caribbean
- Rentals with a kayak Caribbean
- Chalet rentals Caribbean
- Rentals with a hot tub Caribbean
- Rentals with lake access Caribbean
- Rentals with an accessible height toilet Caribbean





