
Holiday rentals with a pool in West Indies
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Top-rated rentals with a pool in West Indies
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Magical! Ocean view Cabana w/ Pool Spa on mountain
This memorable place is anything but ordinary. You will get to enjoy this amazing and super private space surrounded by nature and unbelievable views of the ocean and the city. Fully equipped with everything you will need during your stay to include kitchen, full bath with rain shower, A/C, living space with 55" TV, dinning and sleeping areas, terrace with killer views, and of course the pool spa with infinity view! And many more. All of this while enjoying of a complementary bottle of Wine!

Casita Silencio - Luxury, sea and jungle views.
The beautiful Casita Silencio is a romantic and secluded haven. Nestled above the quaint fishing village of Mal Pais, it is fringed by Cabo Blanco nature Reserve, with stunning jungle and ocean views. Silencio offers you and your partner the opportunity to truly embrace Costa Rica’s wildlife including Capuchin and Howler monkeys as well exotic birds. A truly unique experience! Silencio is one of 2 very private casitas ( Tranquilo the other) on the 9 acre gated estate that is Brisas del Cabo.

Sol y Luna Mountain Retreat Hacienda
Enjoy the lovely setting of this romantic spot in nature and discover the serenity in our cozy farmhouse. This private villa wraps you in a lovely and peaceful environment with majestic mountains all around. The house is fully equipped for your convenience. It is ideal for couples in need of a nice getaway or just reconnect with yourself and nature. It is on a gorgeous tropical private 3 acre estate with private pool. Located in Villalba, Puerto Rico, just 50 minutes from Ponce's Airport.

Casa Encanto Rainforest Retreat
This Guest Suite, on the lower level of our exclusive luxury villa, Casa Encanto, is the perfect tropical getaway. Nestled in the peaceful and lush foothills of the El Yunque Rain Forest, Located in Luquillo with many nearby attractions. You’ll have easy access to downtown Luquillo, El Yunque National Rainforest, Luquillo Beach, Caribali Adventure Park, Las Paylas, charter boat trips, snorkeling, zip lines and much more. The Guest Suite is fully solar with Tesla Batteries and backup water

House of the Earth and the Sea - stunning luxury
Escape to La Casa Tierra y el Mar: A romantic luxurious mountain top sanctuary where architecture meets wilderness in Costa Rica's Nicoya Peninsula. Breathtaking ocean views, plunge pool, and wildlife at your doorstep. Gourmet kitchen, indoor outdoor living. Moments from pristine beaches, this architectural marvel offers the perfect blend of privacy, comfort, and adventure. Your secure and completely private tropical dream retreat awaits—where extraordinary design meets untamed nature.

Airstream With Pool, Amazing Ocean & Nature Views
This beautifully appointed Eco friendly 30' Feet Flying Cloud RV is the only luxury Airstream glamping experience in the Caribbean. Located in peaceful nature on the North Coast of Aruba, featuring a private, deep saltwater pool and amazing cacti and ocean views. Exceptional service with attention to detail prioritizing sustainability. Connecting guests to unique local experiences and products, creating a truly one of a kind vacation. Looking for the coolest stay in Aruba? This is it!

Charming 2p. poolside studio in vibrant Pietermaai
Stay in this lovely and peaceful studio in the middle of vibrant Pietermaai. Enjoy the elegance of this UNESCO world heritage site Willemstad on the beautiful Dutch Caribbean Island Curacao from your doorstep. You will be staying between the charming, colorful painted monuments. Pietermaai offers restaurants, bars, shops, a diving school and the most beautiful sunsets on walking distance. The studio itself is on a quiet, car-free alley, fully airconditioned, and offers pool access.

Caribbean Paradise I
This is a studio on a cliff with a spectacular view facing mangroves, Middlesex and Poza El Teodoro beaches and the Atlantic Ocean. Each studio has Smart TV internet, private bathroom, kitchenette microwave, electric coffee maker, small refrigerator, queen size bed, side table, futon (convertible to twin size bed), AC and a balcony with ocean view. The common areas for the studios are a pool, gazebo, sitting area by the pool and they all have ocean view. Pets are not allowed.

Aruba Oceanfront Gem- Stunning sunsets
Located on the 4th floor of Tides Building- Azure Beach Residences with a Spectacular and Relaxing view to Palm beach and Eagle Beach. Which is rated in the top 10 best beaches in the entire Caribbean, unmatched in the Aruba. You will just a few steps from the white sand and the crystalline water, some of the amenities are two swimming pools, jacuzzi, gym, restaurant, social house and more. Perfect for couples. Maximum of 3 guests. Check our discounts for long stays.

Glamping at Relaxing Atmosphere In Nature
Glamping at Relaxing Atmosphere In Nature (RAIN) provides a serene and private getaway where you can relish the magic of the rainforest, with the calming sounds of rain, birds, and the Coqui's call. Our latest cabin is outfitted with all the comforts to ensure your glamping experience is unforgettable. Comfortably immerse yourself in the forest's flora and fauna. Escape the bustle of modern life and unwind. We embrace and celebrate diversity; all are welcome!

Waterfront Cottage, St. Croix US VI
"30 Steps to Paradise" Sweet and cool 1-bedroom cottage with large porch attached to a family home, with complete privacy. Hear the sound of the waves and walk to several beaches. Located near Jack's Bay on the south east tip of the island. The cottage has ceiling fans, no air-conditioning. The pool is available for guests. The other name for the cottage is "30 steps to Paradise" because it has 30 steps from the road to the entrance of the cottage.

Casa Déjàvu 5*spot Heated pool /HotTub /8min Beach
Welcome to CASA DÉJÀ VU A high-end space thoughtfully created just for you, in the heart of Fort Lauderdale. ✔️ 8 min to the beach | 10 min to Las Olas ✔️ Heated saltwater pool + outdoor hot tub ✔️ Garden with gazebo, BBQ & loungers ✔️ 2 beds (King + Queen), fast Wi-Fi ✔️ Fully equipped kitchen + Smart TVs ✔️ Free bikes & beach gear ✔️ Quiet and safe neighborhood ✔️ Free parking + 24/7 hosts
Popular amenities for West Indies rentals with a pool
House rentals with a pool

Modern Villa with Pool Minutes to Grace Bay Beach

Casa Tucan

The Green House Mint - Ocean View, Private Pool

Private 2BR/2.5 BA W. Ocean View & Heated Infinity Pool

Villa Jeremi

Private Oceanfront luxurious city villa with pool

Casa Dalila - Luxury Home with Private Pool

Adults Only Waterfront Bungalow PRVT Pool/Fire Tub
Apartment rentals with a pool

*NEW* Modern Ocean Breeze King Suite Infinity Pool

W Hotel - 1B Residence w/Ocean View

On the Beach; Siesta Key SunBum Studio

Wrap Around Balcony~Views~Pack your Bathing Suit!

Purapura _Jungle House w/ pool, walk to beach

G38 Peaceful studio Oceanfront Punta Palmera

Casa Bonita - Relax @ The Beach (Newly Remodeled)

AMAZING OCEAN VIEW TOP FLOOR CONDO
Home rentals with a private pool

Casa El Camino Rustic Jungle Getaway with pool

Walk to the Beach From a Poolside Retreat in Sunset Crest

Gorgeous Colonial House near Cafes and Bars

Beach Shack

Boutique House & Pool Next To The Best Palm Beach

Casa Pantheon Luxury Colonial House

Artistic Villa — Bkfst, cleaning & staff Included

Condado Beach Views by Cesar 2501
Destinations to explore
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