
Guesthouse vacation rentals in West Indies
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Top-rated guesthouse rentals in West Indies
Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

Torio guesthouse with panoramic view; Kokomo
Our private guesthouse is suspended over the Torio River, on the west coast of the Azuero Peninsula. It is a paradise for hikers, bird watchers, surfers and beach goers. Marked trails with posted maps begin at our place. Hike to a beautiful waterfall, mountain or beach. Photograph birds from the porch. Surf, body board and swim safely (no strong currents). Walk to good restaurants, and a small grocery. Experienced Surfers have Morrillo Beach and Playa Reina. Watch sun and moon rise.
FamilyValueHiking
4.92 out of 5 average rating, 155 reviews
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.
LocationValuePets
5.0 out of 5 average rating, 118 reviews
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.
LocationValueKitchen
4.97 out of 5 average rating, 312 reviews
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!
ValueLocationHospitality
4.93 out of 5 average rating, 129 reviews
Imperial Rustic
It is a rustic penthouse, ideal for couples, private and exclusive for guests. Check-in at 4:00 pm Check-out is at 12:00 pm. It has a rustic jacuzzi and several terraces, where you can contemplate the natural landscape. It has a master bedroom and on the second level a chalet for couples to have different areas to share. It has an outdoor bed, BBQ, hammock, swing, rocking chairs, lights on the terraces and in the rooms, among other things for your enjoyment.
FamilyLocationView
4.87 out of 5 average rating, 351 reviews
Ocean-View Studio + Patio | La Casita Inn
Welcome to La Casita Inn! A private ocean-view studio designed for a memorable stay in Rincón. Wake up to views of the Caribbean Sea and enjoy your morning coffee on the private patio as the sun rises. A calm, quiet space to slow down and unwind. What you’ll love: • Peaceful location • Ocean view • Beach gear included (chairs, cooler, towels) • Free parking and self check-in Whether you’re here to explore or disconnect, La Casita Inn is the place to stay.
LocationFamilyBreakfast
4.86 out of 5 average rating, 569 reviews
Stingray Cottage, Hummingbirds, Mountain/Sea View
PLEASE NOTE: We do not accept children under 13. A two-level cottage for 2 with a king bed downstairs (or two twins), reach the working space in the loft by a wooden ladder.Views of Blue Mountains, Nonsuch Falls and the coastline, plus a balcony kitchenette and hammock. Swim in our 25m lap pool, train in the Jungle Gym, and reach Frenchman’s Cove in 5 minutes. Stingray suits couples, friends or solo travelers who want a quiet nature retreat.
LocationValueWalkability
4.93 out of 5 average rating, 180 reviews
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.
LocationValueSolo travel
4.86 out of 5 average rating, 644 reviews
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 ✌️🇨🇷
ValueFamilyQuiet
5.0 out of 5 average rating, 109 reviews
Jungle loft in the heights of Aripo
Deep into Trinidad's northern range on our little agricultural set up is the Jungle Loft. Exactly on the trailhead for the three main oilbird caves in Aripo - and the island's largest cave system, there are easy walks along the road into the rainforest. Due to the length and varying conditions of the road we’re best suited to guests looking to explore the area or looking for a retreat or if you just really love the place!
ValueLocationParking
4.89 out of 5 average rating, 158 reviews
Suave Vida Getaway - Guesthouse
The Suave Vida Getaway Guesthouse offers you its openness with window walls and valley views surrounded in Costa Rican Nature at its purest. You will feel emerged to the views of the valley in a comfortably spacious open space enriched with stylish furniture and décor themed to bring raw elements of nature inside the living area. You will find yourself in tranquility with the sounds of nature and the running streams.
FamilyLocationAir conditioning
5.0 out of 5 average rating, 234 reviews
Casa Vista
Look at this little gem in the hills of Rincon. Our private casita offers unobstructed views of the ocean, and the valley below. Being a short 15 minutes from town makes the guesthouse a very quiet and private getaway. Enjoying the cozy casita won't be hard to do. It is equipped with all the comforts of home making it easy for you to relax and enjoy. Give us a try. You won't be disappointed!!
ValueFamilyIndoor spaces
4.98 out of 5 average rating, 316 reviewsPopular amenities for West Indies guesthouse rentals
Family-friendly guest house rentals

The Retreat in El Valle - Casita de la Montaña
ValueFamilyAir conditioning
4.92 out of 5 average rating, 118 reviews
Mountain cabin with private pool
LocationValuePool
4.84 out of 5 average rating, 159 reviews
Pradera Country House
FamilyLocationShared spaces
4.97 out of 5 average rating, 270 reviews
Tropical Paradise Sapacious 1 Bed Cabina AC & Pool
ValueLocationLong stay
4.89 out of 5 average rating, 102 reviews
A-Charming Cottage Great Location in Little Havana
ValueLocationBeach
4.95 out of 5 average rating, 574 reviews
Bella Vista Cottage
ValueLocationPool
4.9 out of 5 average rating, 164 reviews
Summer Cottage
ValueLocationBathroom
4.96 out of 5 average rating, 141 reviews
Experience Tropical Camping at a Cabin Close to the Ocean
LocationFamilyPool
5.0 out of 5 average rating, 464 reviewsGuest house rentals with a patio

Modern Minimalist Guest Suite: SoleBianco
FamilyValueAccess
5.0 out of 5 average rating, 234 reviews
Modern & Cozy house 2/2 with hot tub
ValueFamilyCheckout
4.91 out of 5 average rating, 152 reviews
5 minute from the airport, sleep 4, 2 Bedroom,
ValueLocationOutdoor spaces
4.92 out of 5 average rating, 199 reviews
Little gem with private pool & garden
ValueFamilyPets
5.0 out of 5 average rating, 119 reviews
Octopus Design Studio • Shared Villa by Ocean
ValueLocationHospitality
4.95 out of 5 average rating, 169 reviews
Cozy and Private Apartment
FamilyLocationCleanliness
4.97 out of 5 average rating, 121 reviews
Private Tropical Oasis • 7 Min MIA • Near Port
FamilyValueKitchen
4.99 out of 5 average rating, 101 reviews
Aloha Vibes-HOT TUB-Everglades/The Keys
FamilyLocationCleanliness
4.97 out of 5 average rating, 297 reviewsGuest house rentals with a washer and dryer

Les Ramiers
LocationFamilyBathroom
4.98 out of 5 average rating, 194 reviews
Bungalow in the lowlands
LocationFamilySleep quality
4.9 out of 5 average rating, 225 reviews
Jupiter Kozy Kottage- Summer Sale! 2.7 from ocean
FamilyLocationAccuracy
5.0 out of 5 average rating, 278 reviews
St. Croix Ocean Vista Honeymoon Cottage - Beach
ValueLocationCondition
5.0 out of 5 average rating, 128 reviews
Cactus Flower Cottage
ValueLocationBackyard
4.96 out of 5 average rating, 101 reviews
4 Bed on the Water - Luxury Beach Retreat
FamilyLocationParking
4.87 out of 5 average rating, 269 reviews
Villa Samsara - on a beautiful 5 acre farm
FamilyLocationHospitality
4.95 out of 5 average rating, 219 reviews
Luxury Petals
FamilyLocationDecor
4.95 out of 5 average rating, 114 reviewsDestinations to explore
- Chalet rentals West Indies
- Rentals with an accessible height toilet West Indies
- Loft rentals West Indies
- Luxury rentals West Indies
- Rentals with an accessible height bed West Indies
- House rentals West Indies
- Shipping container rentals West Indies
- Island rentals West Indies
- Tiny house rentals West Indies
- Beachfront rentals West Indies
- Condo rentals West Indies
- Treehouse rentals West Indies
- Cabin rentals West Indies
- Cottage rentals West Indies
- Private suite rentals West Indies
- Boutique hotels West Indies
- Campsite rentals West Indies
- Apartment rentals West Indies
- Earth house rentals West Indies
- Villa rentals West Indies
- Bungalow rentals West Indies
- Rentals with a kayak West Indies
- Yurt rentals West Indies
- Rentals with beach access West Indies
- Dome rentals West Indies
- Aparthotel rentals West Indies
- Townhouse rentals West Indies
- Barn rentals West Indies
- Ranch rentals West Indies
- Nature eco lodge rentals West Indies
- Pet-friendly rentals West Indies
- Rentals with a hot tub West Indies
- Hotel rooms West Indies
- Ski-in/ski-out rentals West Indies
- Tent rentals West Indies
- Rentals with a sauna West Indies
- Serviced apartment rentals West Indies
- Castle rentals West Indies
- Bus rentals West Indies
- Waterfront rentals West Indies
- Pension rentals West Indies
- Rentals with pools West Indies
- RV rentals West Indies
- Resort rentals West Indies
- Tipi rentals West Indies
- Farmstay rentals West Indies
- Rentals with lake access West Indies
- Family-friendly rentals West Indies
- Boat rentals West Indies
- Vacation home rentals West Indies
- Bed and breakfasts West Indies
- Hostel rentals West Indies
- Rentals with breakfast West Indies
- Cave rentals West Indies
- Houseboat rentals West Indies
- Things to do West Indies
- Cooking West Indies
- Cultural tours West Indies
- Wellness West Indies
- Shopping and fashion West Indies
- Outdoors West Indies
- Art workshops West Indies
- Performances West Indies
- Wildlife West Indies
- Food tours West Indies
- Museums West Indies
- Flying West Indies
- Architecture West Indies
- Landmarks West Indies
- Workouts West Indies
- Galleries West Indies
- Tastings West Indies
- Dining West Indies
- Water sports West Indies





