
Holiday rentals with a pool in George Town
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in George Town

Total holiday rentals
Explore 200 holiday rentals in George Town

Nightly prices starting at
George Town holiday rentals start at €77 per night before taxes and fees

Verified guest reviews
Over 5,360 verified reviews to help you choose

Family-friendly holiday rentals
150 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wifi availability
200 of George Town holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across George Town rentals

4.9 Average rating
George Town stays are highly rated by guests – averaging 4.9 out of 5!
Top-rated rentals with a pool in George Town
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Luxury Cottage, 1bd/1ba steps to Pool+7 Mile Beach
Our Queen Cottages are part of the Botanica collection of award winning island style cottages. This unit has a private outdoor dining and garden shower. At Botanica, our focus is on casual luxury, dreamy details and high end amenities. Property highlights includes a resort style pool with heated spa set in a tropical oasis. We also offer a complimentary shuttle in our vintage Land Rover Defender to nearby beaches. Be sure to check out our other listings under my profile. Non Smoking Complex

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 room rate includes the 13% tourist accommodation tax only if you booked prior to 6 September 2026.

Paradise Escape-Charming Oceanfront Guest Suite
A tranquil oceanfront escape for couples and solo adventurers... Wake-up to a lovely view of a luscious landscape that melds with the emerald green and blue ocean, sip a hot cup of coffee on the porch or enjoy a sunset cocktail by the ocean front pool. Accuracy Disclaimer Important: Airbnb currently displays an incorrect message stating this home is “Right on Bats Cave Beach.” The property is located near Spotts Beach, approx a 1-min drive away. Bats Cave Beach is private and not accessible.

Waterfront Sanctuary | King Suite | Pool + Porch
Cool clean contemporary Sanctuary with water views; a two bedroom/two bathroom condo with a full kitchen and living room packed with all popular amenities (wifi, cable television, Apple TV, Netflix, Playstation game console, central A/C, iron and ironing board, washer and dryer, outdoor patio, pool and free parking) - conveniently located in Grand Harbour. The Shoppes at Grand Harbour, & Harbour Walk are next door. Perfect for exploring and enjoying all that the Cayman Islands has to offer.

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.

Beautiful Beachfront 2BR Condo.
Our place is right on the beach, with close nightlife and the Warf, and other shopping and family-friendly activities. You’ll love the place because of the updated kitchen, beautiful view from the screened in patio, the comfy bed, and the touches of home and coziness. Our place is good for couples, solo adventurers, business travelers, and families (with kids). There is a community pool to relax and have a soak or simply enjoy the water of the ocean. Also, community grill and gazebo for use.

Oceanfront 2bed 2bath Condo Seven Mile Beach
Seven Mile Beach property with direct ocean views newly refurbished throughout. Walking distance to Georgetown, supermarket, shops, gym, spa’s, and a variety of restaurants from fast food to fine dining. Spacious open plan condo with a private patio. The complex is small and family friendly with a pool, exclusive beach (with great snorkeling) & access to a tennis court. There is a comfy sofa, dining area, cable, ensuite master w/ ocean view, bedroom with a twin/king ensuite.

Oceanfront- Restaurant,Diving & Snorkeling on site
Magnificent Oceanfront condo Relax in this calm, stylish space with breathtaking ocean views. There is a natural sea cove pool with access for diving/snorkeling and one of the best house reefs on the island. The reef is in a marine protected area abundant in sea turtles, small marine life, parrot fish, and rays. Divetech, a full service dive shop, is conveniently located on site and offer shore as well as boat dives. Vivo restaurant is also located on site.

The Grove Too - 1 Bedroom Apartment
The one-bedroom suite at The Grove Too offers refined island elegance with generous living space, designer furnishings, and a private balcony overlooking our beautiful garden. Ideal for couples or solo travelers, the suite features a fully equipped kitchen, spa-inspired bathroom, and access to all resort-style amenities including the rooftop pool and personalized concierge services. To take a virtual tour of the unit please visit our website

Oceanview 2BR Condo w/ Big Balcony on 7 Mile Beach
Stylish, spacious, and steps from the sea—Cocoplum 10 is a renovated 2-bedroom, 2-bath condo with ocean views, coastal-modern interiors, and a large private balcony overlooking the Pool and Ocean. Located on the quieter end of Seven Mile Beach, you’ll enjoy calm waters for snorkeling and paddleboarding, a beachfront pool, and easy walks to local restaurants and shops. One of the most popular 2BR condos on the island—book early!

2 Bedroom 2 Bathroom Condo 7 Mile Beach
The apartment was previously used by us as a home. It has everything you need for a relaxed vacation. It is located on the northern side of the complex with a pleasant peaceful garden view yet close to the action on the Seven Mile Beach corridor where Camana Bay, the nightlife and famous Seven Mile Beach are located. The amenities of the complex are a short walk away.

Flip Flop Villa
A superb location to all things fun makes this condo a great spot! Centrally located to Spotts Beach or Smith Cove Beach its only 10 mins away or George Town to Seven Mile Beach 15 mins away. Ideally located to explore both coasts. Out of the way of the hustle & bustle but close to it if you like. Two grocery, convenient stores and restaurants within a few mins.
Popular amenities for George Town rentals with a pool
House rentals with a pool

Luxury 3bd Ocean View, # 1 Cream, Stunning Views

Island Oasis

Panoramic Views - Luxury Ocean Front Family Escape

Savhaven - 4 Bed 4 Bath w/ Pool (2 mins to Beach)

Oceanside Townhome with Watersports at Fingertips!

Gorgeous 3 Bed Brand New by 7 Mile Beach

No Big Ting - Private Beach Home

Hidden Hideaway House -7 mile -2King/1Queen- Pool
Apartment rentals with a pool

Step Into Paradise right on Seven Mile Beach

Waterfront 3BR/3BA Condo with Pool – Allure #22

Blissful a Luxury Ocean Front Villa, Grand Harbour

Oceanfront Luxury Condo with Panoramic Views

Be where the cruise ship crowds cannot go!

Sunset Cove Condo on Seven Mile Beach - 2bed/2bath

Luxury + Comfort + Water View + Pool + BBQ + Patio

New Remodelled BeachView Condo at SunsetCove
Other holiday rentals with a pool

Kings Court Villa Britannia

Regal Beach Club #411

3-Bedroom Oceanview + Pool on Seven Mile Beach

Tropical Chic 3BR Gardenview Condo w/ Pool & Beach

Luxury Ocean View Oasis on 7 Mile Beach

Casa de Bells 3

Seaing Spotts: Beachfront Seaside retreat! Cayman

Resort style condo steps away from the beach
When is the best time to visit George Town?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €493 | €425 | €460 | €398 | €343 | €361 | €359 | €340 | €279 | €285 | €343 | €439 |
| Avg. temp | 26°C | 26°C | 26°C | 27°C | 28°C | 29°C | 29°C | 29°C | 29°C | 28°C | 27°C | 26°C |
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