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Vacation rentals with a pool in Grand Cayman

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Top-rated rentals with a pool in Grand Cayman

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Guest favorite
Condo in George Town
Cayman Reef Resort on Seven Mile Beach
At the heart of Seven Mile Beach, our home is in the middle of everything and far from nothing. Extensively renovated and well maintained, the condo is designed for you to enjoy a tranquil beach getaway in a luxurious setting with all the comforts of home. Picture perfect views, top of the line amenities and our local touch provide a warm welcome and cozy stay. We are fully licenced and our rate includes the 13% tourist accommodation tax. 20% discount from list price for local residents!
$357 per night
Superhost
Condo in George Town
Grandview condominium directly on 7-mile beach
This family friendly condo is close to restaurants and dining, the beach, family-friendly activities, nightlife, and public transport. You’ll love this place because of the location, the people, the ambiance, the outdoors space, and the neighborhood. My place is good for couples, solo adventurers, business travelers as well as families with children. The property has biggest pool on Seven Mile Beach and hot tub overlooking beach with best sunsets. It also offers tennis courts and Basketball.
$350 per night
Guest favorite
Guest suite in Savannah
Paradise Escape-Charming Oceanfront Guest Suite
A tranquil oceanfront escape for couples and solo adventurers... Ours is a unique community with quaint freehold condo cottages on a vast tract of oceanfront land. Wake-up in bed to a lovely view of a luscious green landscape that melds with the emerald green and blue ocean, sip a hot cup of coffee on the porch, enjoy a sunset cocktail by the ocean front pool, break a sweat in a friendly game of tennis, or take a blanket out to the lawn under the palm trees for breathtaking star gazing.
$140 per night

Popular amenities for Grand Cayman rentals with a pool

House rentals with a pool

Guest favorite
Home in George Town
Chilled Out Beach House
$450 per night
Superhost
Home in Grand Cayman
Pools of the Kai #6 by Grand Cayman Villas
$525 per night
Guest favorite
Home in Bodden Town
Tranquil Hideaway
$88 per night
Guest favorite
Home in North Side
Luxury 3bd Beach View, # 3 Blue, Stunning Views
$419 per night
Guest favorite
Home in Grand Cayman
3 Bedroom Beach House with Pools
$310 per night
Superhost
Home in Grand Harbour
Luxurious Oceanfront El Oceano
$650 per night
Superhost
Home in George Town
7mile-Hidden Hideaway House -2King/1Queen- Pool
$569 per night
Superhost
Home in North Side
Oceanfront “Dreamsicle” Villa with Kayaks
$550 per night
Superhost
Home in East End
Luxury 4 Bdr Ocean View Home w/ Pool + Hot Tub
$689 per night
Guest favorite
Home in Bodden Town
Casa Avi - Beachfront bliss & luxury in Cayman
$993 per night
Superhost
Home in East End
Grand Cayman East End Paradise Villa House
$402 per night
Superhost
Home in Old Man Bay
Blue Vista Villa - Oceanfront 4 Bedroom Home
$840 per night

Condo rentals with a pool

Guest favorite
Condo in George Town
Seven Mile Beach with Soul
$429 per night
Guest favorite
Condo in Grand Harbour
The Sanctuary at the Careenage, Grand Harbour
$330 per night
Guest favorite
Condo in West Bay
Sunset Hideaway (2)
$206 per night
Guest favorite
Condo in George Town
Beautiful apartment in Seven Mile Beach
$402 per night
Guest favorite
Condo in West Bay
Oceanfront penthouse: pool, diving & snorkeling
$574 per night
Guest favorite
Condo in West Bay
Condo Kai- Awesome 1B/1B in West Bay, Grand Cayman
$235 per night
Guest favorite
Condo in George Town
Brand New|3 Bed|Ocean Front|Sunset Balcony|Pool
$647 per night
Guest favorite
Condo in George Town
Oceanfront 2bed 2bath Condo Seven Mile Beach
$460 per night
Superhost
Condo in Seven Mile Beach
Steps from beach w pool & snorkel access
$391 per night
Guest favorite
Condo in George Town
Regal Beach Condo #233 on Seven Mile Beach
$550 per night
Guest favorite
Condo in George Town
Resort Style 2br/2ba Condo on Seven Mile Beach
$400 per night
Superhost
Condo in George Town
World Famous Seven Mile Beach "Cayman Islands"
$385 per night

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