
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 $116 SGD 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

New, Luxury 1 Bed/ 1 Bath At 7 Mile Beach
Discover the perfect beachside retreat in our newly furnished 2nd floor apartment, just steps away from the beach. Indulge in the modern amenities, including a Smeg oven, dishwasher, and KitchenAid utensils, as well as a flat screen TV and high-speed fiber WiFi. The spacious living room and dining area provide ample space for relaxation. Unwind in the king-sized bed with a brand new hybrid mattress and luxury pillows, adorned with premium Brooklinen sheets. The modern bathroom features a refresh

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.

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!

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.

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.

Waterfront Escape | King Suite + Pool + Walkable
Enhance your getaway experience in our meticulously clean, spacious, and tranquil retreat. Immerse yourself in serenity, surrounded by picturesque water views and a lush tropical landscape that will effortlessly melt your worries away. Ideally situated, our Sanctuary offers not just a stay, but a rejuvenating escape into nature's embrace. Come find your peace in this beautifully designed space, where every detail is crafted for your ultimate relaxation and enjoyment.

Modern 1BR Apartment – Steps to Seven Mile Beach
Experience modern island living in this bright one-bedroom apartment, perfectly located in the Seven Mile Beach Corridor of Grand Cayman. Just a 2-minute walk to Governors Beach and a short drive from Owen Roberts International Airport, it’s your ideal Cayman Islands getaway. Enjoy a private bathroom, kitchenette, high-speed Wi-Fi, workspace, and free parking. Relax in a peaceful, secure setting at Governors Village - your home away from home in paradise.

Luxury 3 Bedroom Waterfront Condo in Paradise
Modern 3BR/3BA waterfront home offering luxury, comfort, and uninterrupted ocean views. Enjoy morning coffee as waves roll in and end your day sipping wine with breathtaking Caribbean sunsets off your private patio area. The complex features a pool, hot tub, gym and lounge areas, all set in a welcoming neighbourhood just a 2-minute walk to Cayman’s favourite tiki bar. A stylish retreat perfect for families, couples, or friends seeking a refined island stay.

Beachside Retreat - Walk to 7 Mile Beach
Modern, newly renovated 1‑bed condo in a prime Seven Mile Beach corridor location. Walk 0.3 miles to 7 Mile Beach and 0.1 miles to shops and restaurants. Bright open-plan living, fully equipped kitchen, king bedroom, walk‑in shower, and in-unit laundry. Enjoy a quiet garden-facing patio, large shared pool, and waterfront relaxation areas. Free parking, WiFi, beach towels, chairs & umbrella included.

Cora at The Grove Luxury One-Bedroom Apartment
The one-bedroom suite at Cora at the Grove 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.

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.
Popular amenities for George Town rentals with a pool
House rentals with a pool

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

Sandalwood Escape Luxury Family Villa Private Pool

Gorgeous 3 Bed Brand New by 7 Mile Beach

Harmony Haven

Oceanfront Oasis: Endless Views, Pool & Cottage

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

Pools of the Kai #6 by Grand Cayman Villas

No Big Ting - Private Beach Home
Apartment rentals with a pool

Oceanview 2BR Condo w/ Big Balcony on 7 Mile Beach

Beautiful Beachfront 2BR Condo.

Beautiful oceanfront condo in peaceful North Side

Blissful a Luxury Ocean Front Villa, Grand Harbour

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

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

*Summer Promo* Seven Mile Beach Ocean‑View Condo

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

Seaside Serenity at Allure

Kings Court Villa Britannia

Tropical Chic 3BR Gardenview Condo w/ Pool & Beach

George Town Villas 207 an Ocean View Gem

Regal Beach Club #411

Luxury Ocean View Oasis on 7 Mile Beach

Hidden Hideaway - 7mile - 2bed/2bth-Pool

Exotic Poolside Condo
When is the best time to visit George Town?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $741 SGD | $639 SGD | $691 SGD | $600 SGD | $536 SGD | $559 SGD | $540 SGD | $511 SGD | $419 SGD | $429 SGD | $515 SGD | $660 SGD |
| 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 |
Destinations to explore
- Havana Holiday rentals
- Montego Bay Holiday rentals
- Varadero Holiday rentals
- Negril Holiday rentals
- Ocho Rios Holiday rentals
- Trinidad Holiday rentals
- Viñales Holiday rentals
- Mandeville Holiday rentals
- Saint Ann's Bay Holiday rentals
- Santa Clara Holiday rentals
- Playa de Guanabo Holiday rentals
- May Pen Holiday rentals
- Beachfront rentals George Town
- Villa rentals George Town
- Family-friendly rentals George Town
- Luxury rentals George Town
- Rentals with a hot tub George Town
- Rentals with a patio George Town
- House rentals George Town
- Waterfront rentals George Town
- Rentals with a washing machine and dryer George Town
- Apartment rentals George Town
- Flat rentals George Town
- Pet-friendly rentals George Town
- Rentals with beach access George Town
- Fitness-friendly rentals George Town
- Rentals with outdoor seating George Town
- Rentals with pools Cayman Islands





