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Holiday rentals with a pool in Rum Point

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Rum Point

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

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Apartment in Rum Point

4.92 out of 5 average rating, 95 reviews

Starfish Paradise Beachfront Condo

September and October 23 savings now available: Starfish Paradise is a 2 Bed 2 Bath beach front condo that truly is a slice of paradise. Located in the neighborhood of Kaibo, this condo is nestled directly next to a beachfront restaurant, bar and coffee shop. World class diving, Stingray City, bio-luminescent kayak tours and snorkeling are all at your fingertips or you can choose too relax on the beach. This ground floor unit has direct access to the beach, and a stunning panoramic ocean view.

19–26 Jul

$402 SGD per night

Guest favourite

Apartment in George Town

4.93 out of 5 average rating, 153 reviews

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!

8–15 Nov

$596 SGD per night

Guest favourite

Apartment in Grand Harbour

4.92 out of 5 average rating, 198 reviews

The Sanctuary serene Grand Harbour view 2Bed/2Bath

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.

28 Sep – 5 Oct

$396 SGD per night

Guest favourite

Apartment in Rum Point

5.0 out of 5 average rating, 17 reviews

"Mai Kai" Recently renovated Oceanfront Condo

“Mai Kai” is a beautiful renovated 2 bedroom, 2 bathroom oceanfront condo at Kaibo Yacht Club II, in the heart of the Cayman Kai community. At ground floor level you have direct easy access to the gorgeous beach through the private screened outdoor patio. Steps away is the large pool and hot tub to laze away the days, two Kayaks are also included for your use and enjoyment. So whether you are seeking a romantic getaway or a family fun filled vacation "Mai Kai" and surroundings will deliver!

18–25 Oct

$417 SGD per night

Guest favourite

Apartment in Rum Point

5.0 out of 5 average rating, 41 reviews

Seaside Serenity at Cayman Kai

Forget your worries in this spacious and serene space. Kaibo Yacht Club Phase II is a small, 30-unit complex on the quiet side of Grand Cayman. Guests love the peacefulness of Cayman Kai, located on the opposite side of the island from Seven Mile Beach. A rental car is strongly recommended to fully appreciate island-wide attractions and to enjoy the many restaurants. Kaibo Restaurant, next door, offers many options. If you are a legal resident advise us at booking for tourist tax waiver.

28 Jan – 4 Feb

$510 SGD per night

Guest favourite

Guest suite in Savannah

4.97 out of 5 average rating, 196 reviews

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.

30 Sep – 7 Oct

$164 SGD per night

Guest favourite

Apartment in Rum Point

5.0 out of 5 average rating, 25 reviews

Tropical Paradise Cayman Kai-Vu, 2 Bed Beach Front

Our upgraded ground-floor condo is in beautiful Cayman Kai on the North end offering all the amenities of home. It is the perfect place to spend your vacation with family, friends, romance or relaxation. Screened-in porch with gorgeous ocean views and walkout beach access. Kaibo Yacht Club is right next door featuring a marina, coffee shop, beach bar with an outdoor pizza oven, upstairs fine dining restaurant and rum bar. Best of all it is away from the crowds your own private paradise!

1–8 Dec

$522 SGD per night

Guest favourite

Apartment in Rum Point

4.92 out of 5 average rating, 114 reviews

Nature's View: Pools of the Kai #2

Discover the peaceful Caribbean paradise of Cayman Kai. This secluded oasis will put you at ease as soon as you walk through the door. Our beach front property features stunning views across the Caribbean Sea to an unspoiled nature reserve. The double story screened in private pool deck can't be beat. Perfect for family holidays or a romantic getaway. Savor heavenly mornings and sundowners on your master bedroom balcony. Stroll down the beach to Kaibo, true barefoot living!

29 Jan – 5 Feb

$928 SGD per night

Guest favourite

Cottage in West Bay

5.0 out of 5 average rating, 174 reviews

Luxury Cottage, 1bd/1ba steps to Pool+7 Mile Beach

Our Queen Cottages are part of the Botanica collection of charming island style cottages which won the coveted 2021 Governor's Award for Excellence in Design and Construction. Our focus is casual luxury with dreamy details and high end amenities. Amenity highlight includes a resort style pool with a heated spa set in a tropical oasis with ample space to hang out and enjoy some down time. Be sure to check out our other listings under my profile. Non Smoking Complex.

13–20 Jul

$642 SGD per night

Guest favourite

Apartment in Rum Point

4.97 out of 5 average rating, 30 reviews

Beachfront Bliss 7th Night Free @ Rum & Kai

New to AirBnB, but not new to our guests. Get away from it all at 'Rum and Kai', located at the Retreat in Rum Point. This beach front 1 bedroom condo is located in the stunning upscale vacation home enclave of Cayman Kai on beautiful Grand Cayman. The unit is tastefully decorated with high-end furnishings and the finest linens; all in an understated, yet elegant tropical West Indies motif. Private beach with world class snorkeling right off the shore.

28 Nov – 5 Dec

$309 SGD per night

Guest favourite

Apartment in Rum Point

5.0 out of 5 average rating, 16 reviews

Beachfront Kaibo Condo

Relax with the whole family at this peaceful place to stay. Spend lazy days under the coconut palms or lounging in a hammock in the shade under the beachfront gazebo. Kaibo Brisote is just a short walk to Cayman's famous Star Fish Point and an even shorter walk down the beach to Kaibo Beach Marina, Restaurant and Bar. The perfect spot for family vacations or just a quiet get away. Come make your Cayman Islands memories with us.

28 Oct – 4 Nov

$393 SGD per night

Apartment in George Town

4.84 out of 5 average rating, 103 reviews

Cozy Condo near Seven Mile Beach!

The Cozy condo is a great choice for guests who come to Grand Cayman for work, play or both! Its location is minutes away from George Town, Camana Bay and Seven Mile Beach. There is are 2 supermarkets/pharmacy easily accessible by foot or a short drive. Camana Bay is about a 3 minute drive away and has entertainment, shopping, drinking and dining.

24–31 Jul

$197 SGD per night

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Popular amenities for Rum Point rentals with a pool

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Air conditioning

House rentals with a pool

Home in Rum Point

5.0 out of 5 average rating, 4 reviews

Pools of the Kai #11 by Grand Cayman Villas

10–17 Jul

$604 SGD per night

Guest favourite

Home in Bodden Town

4.89 out of 5 average rating, 87 reviews

Tranquil Hideaway

16–23 Nov

$123 SGD per night

Guest favourite

Home in North Side

4.94 out of 5 average rating, 35 reviews

Oceanfront “Dreamsicle” Villa with Kayaks

24 Apr – 1 May

$825 SGD per night

Guest favourite

Home in Patricks Island

5.0 out of 5 average rating, 10 reviews

Seabreezes-Your Oceanside Escape

9–16 Nov

$219 SGD per night

Home in Rum Point

4.84 out of 5 average rating, 45 reviews

Luxury 3bd Beach Front, # 5 Yellow, Stunning Views

20–27 Nov

$817 SGD per night

Guest favourite

Home in Grand Cayman

5.0 out of 5 average rating, 15 reviews

3 Bedroom Beach House with Pools

1–8 Mar

$463 SGD per night

Guest favourite

Home in Grand Cayman

4.96 out of 5 average rating, 47 reviews

Snorkelers Beachfront Paradise - Beach Plum Villa

19–26 Jan

$1,033 SGD per night

Guest favourite

Home in Bodden Town

5.0 out of 5 average rating, 28 reviews

Casa Avi - Beachfront bliss & luxury in Cayman

18–25 Feb

$1,551 SGD per night

Apartment rentals with a pool

Apartment in George Town

4.85 out of 5 average rating, 120 reviews

Grandview condominium directly on 7-mile beach

9–16 Apr

$522 SGD per night

Guest favourite

Apartment in George Town

4.95 out of 5 average rating, 108 reviews

2 BR beach condo resort with pool and ocean views

31 Oct – 7 Nov

$608 SGD per night

Guest favourite

Apartment in North Side

4.89 out of 5 average rating, 27 reviews

*Sweeping Ocean Views* @ The Nest, Rum Point Drive

11–18 Jul

$390 SGD per night

Guest favourite

Apartment in Rum Point

5.0 out of 5 average rating, 17 reviews

Tropical sunsets

27 Jul – 3 Aug

$425 SGD per night

Guest favourite

Apartment in Bodden Town

5.0 out of 5 average rating, 22 reviews

𓇼Bodden Town Bliss - Family friendly Condo 𓇼

11–18 Nov

$477 SGD per night

Guest favourite

Apartment in West Bay

5.0 out of 5 average rating, 38 reviews

Sunset Hideaway (3)

23–30 Sep

$306 SGD per night

Guest favourite

Apartment in North Side

4.94 out of 5 average rating, 17 reviews

*Beachfront* Coco Sands - 2 bed condo at Rum Point

4–11 Mar

$440 SGD per night

Guest favourite

Apartment in Bodden Town

5.0 out of 5 average rating, 27 reviews

Renovated 2bed/2bath Beach condo with ocean views

21–28 Jun

$398 SGD per night

Quick stats about holiday rentals with a pool in Rum Point

Total rentals
120 properties
Wifi availability
120 properties include access to wifi
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Family-friendly rentals
100 properties are a good fit for families
Total number of reviews
900 reviews
Nightly prices starting at
$300 SGD before taxes and fees

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