10 of the Hottest Caribbean Resorts With Private Pools

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When you want to spoil yourself on vacation, nothing beats the ultimate indulgence of private pool suites.
We’ve dipped our toes into some of the world’s finest ones, from swanky USA hotels with in-room pools to stunning resorts in Mexico with private pools.
Now, we’re excited to share our handpicked list of 10 fabulous luxury Caribbean resorts with private pools.
Whether you’re after a romantic escape, a special girls’ getaway or a memorable family vacation, these Caribbean gems promise an experience like no other.
1) Ladera Resort – St. Lucia



After getting engaged in Barbados, we continued our celebration in the lush paradise of St. Lucia.
With its dramatic volcanic peaks, dense rainforests and colorful coral reefs, this magical island is the perfect backdrop for romance!
We stayed at Ladera Resort. Perched 1,000 feet high on the volcanic ridge between St. Lucia’s iconic Piton mountains, it overlooks the turquoise Caribbean Sea below.
This eco-lodge, crafted from Caribbean timber, local stone and terra-cotta tiles, oozes rustic eco-chic vibes. Each suite is different, but all have their own heated plunge pools.
Ladera is adults-only, so it’s the perfect spot for a romantic escape (and nope, no TVs to distract from the view).
And when you want to trade your pool for the sea, Sugar Beach is just a five-minute shuttle ride away.
What makes this hotel truly unforgettable?
The open-walled rooms! One side has no wall and is completely open to the outside.
It’s like luxury glamping with breathtaking views right from your bed – we’d wake up each morning to the magical sight of the Pitons.
2) Sandals Grande St. Lucian – St. Lucia

Given St. Lucia’s stunning beauty, it’s no surprise the Sandals couples’ resort group couldn’t resist staking their claim here – Sandals Grande St. Lucian calls the island home.
Not only does the resort have some of the region’s most deluxe overwater villas, it ranks as one of the best Caribbean all-inclusive resorts with private plunge pools.
Their Grande Rondoval Butler Suites with Private Pool Sanctuary are a slice of secluded heaven. Whether you’re eyeing a beachfront, ocean or garden view, these gorgeous round suites have it all – veranda, hammock, outdoor shower, jacuzzi and, of course, your very own private plunge pool.
Inside, it’s all about luxury with a four-poster king bed, a spa-like bathroom and chic furnishings.
Add in the following all included amenities – and it’s pure decadence, right down to the last detail!
- Butler service
- 24-hour room service
- Five grand pools
- 12 specialty restaurants
- Championship golf
- Endless water sports (from scuba diving to wakeboarding)
Bonus: You get three resorts in one
To top it off, there’s complimentary shuttle service both to and from Sandals Regency LaToc and Sandals Halcyon Beach.
Little wonder that Sandals Grande St. Lucian is hailed as the top Sandals resort!
3) Hotel Le Toiny – St. Barts



We adore the French-chic island of St. Barts – a stylish paradise with beautiful beaches, like Shell Beach, where we’ve blissfully spent lazy days on past visits.
On St. Barts, you’ll find Hotel Le Toiny, easily one of the finest resorts with private pools in the Caribbean (and, yes, its exclusivity comes with a price tag to match).
This secluded Relais & Chateaux retreat sits on 42 acres of scrubby bushland overlooking Toiny Bay.
It offers 22 stylish villa suites, each with their own infinity pool and sun-drenched terrace.
Recently redesigned in 2024, the villas exude modern island elegance with blonde timber floors, airy vaulted ceilings, kitchenettes (for chilling your rosé wine and French cheeses, of course!), driftwood accents and spacious stone-clad bathrooms.
It has a fancy beach club!
Now, you may be tempted to hang out by your private pool, but wait till you see the hotel’s virtually private beach. Hop in a Land Rover shuttle for a quick ride (or walk) down to the palm-fringed cove of soft sand, where the Toiny Beach Club awaits.
Enjoy chilled-out dining, cocktails and spotting sea turtles and hermit crabs. There’s even a beachfront swimming pool here for refreshing dips.
4) Zemi Beach House – Anguilla

Anguilla is another go-to Caribbean island for a chic sun-soaked escape – but minus the St. Barts price tag. (And it’s more exclusive than nearby St. Martin/St. Maarten.)
Nestled on Shoal Bay’s stunning white sand beach, Zemi Beach House offers tranquility amid lush gardens. Part of Hilton’s LXR Hotels & Resorts, it nails that contemporary Caribbean style, with touches of teal against dark wood and white-washed exteriors.
Rooms and suites are seriously spacious, starting at 700 square feet, with some even a palatial 2,800 square feet. Many have private pools.
Want a change of scene from your private pool sanctuary? The hotel’s two main pools – one an adults-only infinity pool – will tempt you with their complimentary cabanas.
Oooh, we love the luxury spa!
Be sure to book a treatment at the hotel’s Thai House Spa. It was built partly from a 307-year-old Thai house that was shipped and reassembled on-site.
It even has a hammam, the first of its kind in the Caribbean.
5) Trident hotel – Jamaica



Much of Jamaica is about mass-market tourism. Not so with the Trident Hotel.
Hugging the quiet North Coast in Port Antonio, this boutique villa property is one of the most glam (yet laid-back) Jamaica resorts with private pools.
Its 13 spacious villas reflect a mid-century modern aesthetic – think off-white interiors jazzed up by pops of scarlet accents, outdoor stone tubs and vibrant 1950s and 1960s art.
Best of all, they have extra-large ocean-view terraces and (except for the studio villas) private pools.
Lounge by your own pool (or the main infinity resort pool), go snorkeling or SUP from the pristine private beach, watch flicks in the private cinema and enjoy live jazz at their supper club.
Speak-easy supper club
Say what? Yes, Mike’s Supper Club is a true speakeasy-style lounge that channels the vibe of the Harlem musical renaissance.
Its centerpiece is a show-stopping poppy-red 1917 Steinway baby grand piano. And the jazz musicians who perform here are always excellent.
6) Eden Roc Cap Cana – Dominican Republic

Say hello to one of the best 5-star Caribbean resorts with uber-deluxe private pool villas – Eden Roc Cap Cana! It was crowned the #1 resort in the Caribbean islands in Condé Nast Traveler’s 2024 “Readers’ Choice Awards,” so that tells you something.
Located in the posh Cap Cana community at the eastern tip of the Dominican Republic, Eden Roc feels more like a seaside village than your typical resort.
Surrounded by lush tropical greenery, its 67 accommodations range from beachfront suites and villas to super-splurge residences.
They’re delightfully eclectic – Spanish colonial style for some and beachy thatched-roof design for others. Except for the beachfront suites, all have private pools.
And let’s not forget the details like outdoor showers, butler service and bath amenities by Acqua di Parma.
There’s lots more to rave about too, like the:
- Jack Nicklaus signature golf course
- Uncrowded beach with daybeds and a beach bar
- World-class spa
- Complimentary kids’ club (which has its own mini-spa!)
- All the restaurants and bars
Get around in a golf cart
How fun is this? You get a complimentary electric golf cart during your stay (unless you’re in the main building) to tootle around the expansive resort.
7) The Hideout – British Virgin Islands



The Hideout is a new seven-villa oasis on teeny-tiny Jost Van Dyke (population 300) in the British Virgin Islands.
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Tucked away on the powdery sands of White Bay Beach, this hidden gem is one of the most secluded Caribbean hotels with private pools.
That’s partly because you can only get to Jost Van Dyke by private plane or boat (whether chartering your own or catching a ferry from nearby islands like Tortola or St. Thomas).
It sees far fewer visitors than other Caribbean islands. And when the day-trippers leave, it’s just you, the whispering waves and the feeling that you’ve got the whole island to yourself.
As for The Hideout (aptly named!), its one-bedroom villas with a kitchenette are perfect for couples seeking the ultimate romantic getaway.
Families, on the other hand, will feel right at home in the two-bedroom villas, which feature full kitchens and 1,300 square feet of living space.
Of course, all thatched-roof villas come with their own private pool.
Hidden, yet near buzzy bars
And don’t worry – your Robinson Crusoe experience still comes with a side of civilization!
Just a short walk away, you’ll find local beach bars and restaurants, including the Soggy Dollar Bar, where the legendary Painkiller cocktail was invented. And right on-site, Hendo’s Hideout restaurant is an island favorite.
8) Secret Bay – Dominica



We could list all the endless adventures and go on about the amazing treehouse-style villas at Secret Bay. But at its heart, this eco-Caribbean private pool resort in Dominica is a nature lover’s paradise.
Clinging to a lush hillside, its 23 secluded villas – complete with private plunge pools – come with open-air living spaces and state-of-the-art kitchens for easy indoor-outdoor living.
Crafted from sustainably sourced tropical hardwoods, they’re wrapped in floor-to-ceiling windows. And those rainforest and ocean views are nothing short of awesome.
Yes, you can bask under the Caribbean sun on Tibay Beach at the foot of Secret Bay. Or take Caribbean cooking classes.
And for sure you’ll savor fresh locally-inspired cuisine at the resort’s Zing Zing open-air restaurant (no menu here, just the chef whipping up whatever’s fresh that day).
But the real magic of Secret Bay? Getting back to nature:
- Borrow gear from the sports hut and go sea kayaking, snorkeling and stand-up paddleboarding
- Take a boat trip past sea caves
- Spot parrots while birdwatching
- Saddle up for a horseback ride to waterfalls
- Hike along lush trails
- Check out Dominica’s unique cold sulfur springs
What’s wow?
Secret Bay has its own super cool ride – the Caribbean’s longest funicular! Stretching 300 feet through coastal jungle, it takes guests from the sandy shores of Tibay Beach to different parts of the resort.
Who knew getting around could be this much fun?
We’ve included it here in our list of top hotels in the Caribbean with private pools not because it’s fancy. It’s actually quite rustic.
But if you want a chilled, all-inclusive beach getaway with private pool rooms – minus the sky-high price tag – Keyonna Beach fits the bill.
Located on the southwest coast of Antigua, it fronts Turners Beach, a quiet 1,000-foot-long white sand beach, lapped by clear turquoise waters.
Most accommodations are pool cottages, with private pools and four-poster beds.
Our top pick? The Beachfront Sanctuary Pool Cottages. They each offer 1,200 feet of total space, including a dual-head outdoor rain shower, plus a sundeck with:
- A private plunge pool
- Sun loungers
- An umbrella
- Adirondack chairs
- A hammock
Just off the pool deck, you have your own secluded beach garden leading to the beach.
Relax, baby, relax
There’s not a whole lot to do at Keyonna Beach – and that’s exactly the point. Couples come here to relax.
Limber up with a yoga session, maybe paddle a kayak in the sea, unwind at the spa and snooze by the beach or pool. After a week here, you’ll be ready to face the outside world again!
10) Jade Mountain Resort – St. Lucia



You won’t lack for choice when it comes to deluxe St. Lucia resorts with private pools. This one – Jade Mountain – is like Ladera Resort (#1 above) on steroids.
Perched on a cliff high above the sea, this architectural gem offers jaw-dropping views of the Pitons from every angle.
It has 29 romantic suites called “sanctuaries.”
They’re accessed by individual bridges – and 24 have private infinity pools. And like Ladera Resort, they blur the line between indoors and out with open walls.
Go skinny dipping when you like (only the hummingbirds can see you!), sip champagne in your pool and lose yourself in the stunning ocean views at this unique adults-only retreat.
Sister hotel privileges
When you stay at Jade Mountain, you can enjoy all the amenities of its beachside sister resort, Anse Chastanet, just a quick shuttle ride down the hill.
At Anse Chastanet, hike 12 miles of scenic trails, go scuba diving with their PADI 5-star dive center team or unwind on two sandy beaches, complete with thatched huts and beach butlers.
Last words on swoon-worthy Caribbean resorts with private pools

With their lovely pool villas and suites, these hotels have won us over. Whether it’s romance, adventure or pure relaxation, they’re sure to make your vacation special!
Which one will you choose?
More guides on private pool suites!
Here’s a good pin!

Our top travel tips and resources
Hotels: Booking.com is perfect for scoring a “wow” hotel – or at least a decent one – at lower rates than the hotel’s own website. We especially like Booking’s flexible cancellation policy!
Vacation homes, condos and rentals: We prefer and use Vrbo (Vacation Rentals by Owner).
Cruises: CruiseDirect offers amazing deals on cruises (including Holland America, Viking Ocean Cruises, Seabourn and other lines we’ve reviewed).
Flights: To book the cheapest flights, search on Google Flights or Expedia. (Just be aware Expedia tickets may be non-refundable.)
Airport lounge access: We love (and have) Priority Pass for comfy lounge seats, free snacks and drinks, complimentary WiFi and sometimes even showers and spa services!
Tours: For the best local food, walking and other guided tours, plus skip-the-line tickets to attractions, check out Viator (a TripAdvisor company) and GetYourGuide.
Car rental: Renting a car is often a great way to explore off the beaten path. Discover Cars searches car rental companies so you get the lowest rates.
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Travel insurance: SafetyWing is designed for frequent travelers, long-term adventurers and digital nomads. It covers medical expenses, lost checked luggage, trip interruption and more. We also have and recommend Medjet for global air medical transportation.
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Photo credits: Private pool photos courtesy of the respective resorts
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