Vacation 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.

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.
Oct 28 – Nov 4
$144 per night
4.97 out of 5 average rating, 190 reviews
Guest favorite
Condo in Rum Point
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!
Jan 16 – 23
$594 per night
4.92 out of 5 average rating, 110 reviews
Guest favorite
Cottage in West Bay
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.
Apr 11 – 18
$484 per night
5.0 out of 5 average rating, 165 reviews

Popular amenities for Rum Point rentals with a pool

House rentals with a pool

Superhost
Home in Rum Point
Pools of the Kai #10 by Grand Cayman Villas
Oct 31 – Nov 7
$404 per night
4.83 out of 5 average rating, 6 reviews
Superhost
Home in Rum Point
Luxury 3bd Beach Front, # 5 Yellow, Stunning Views
Oct 9 – 16
$317 per night
4.83 out of 5 average rating, 42 reviews
Guest favorite
Home in Bodden Town
Tranquil Hideaway
Jul 13 – 20
$81 per night
4.87 out of 5 average rating, 78 reviews
Guest favorite
Home in Grand Cayman
Snorkelers Beachfront Paradise - Beach Plum Villa
Aug 18 – 25
$721 per night
4.96 out of 5 average rating, 46 reviews
Guest favorite
Home in Bodden Town
Casa Avi - Beachfront bliss & luxury in Cayman
Jul 29 – Aug 5
$790 per night
5.0 out of 5 average rating, 25 reviews
Guest favorite
Home in Grand Cayman
3 Bedroom Beach House with Pools
Jun 11 – 18
$295 per night
5.0 out of 5 average rating, 12 reviews
Guest favorite
Home in George Town
Chilled Out Beach House
Jul 16 – 23
$360 per night
5.0 out of 5 average rating, 11 reviews
Superhost
Home in KY
Parrot-ise 4 Bedroom Oceanfront Villa in Cayman Ka
Aug 28 – Sep 4
$658 per night
4.64 out of 5 average rating, 11 reviews
Superhost
Home in North Side
Oceanfront “Dreamsicle” Villa with Kayaks
Dec 1 – 8
$800 per night
4.94 out of 5 average rating, 32 reviews
Superhost
Home in East End
Luxury 4 Bdr Ocean View Home w/ Pool + Hot Tub
May 15 – 22
$466 per night
4.95 out of 5 average rating, 22 reviews
Superhost
Home in Grand Harbour
Boat Harbour House
Oct 31 – Nov 7
$791 per night
5.0 out of 5 average rating, 5 reviews
Guest favorite
Home in West Bay
5 Bedroom FUN Home, private pool close to Beach
Jul 26 – Aug 2
$585 per night
4.95 out of 5 average rating, 20 reviews

Condo rentals with a pool

Guest favorite
Condo in George Town
Cayman Reef Resort on Seven Mile Beach
Nov 26 – Dec 3
$428 per night
4.93 out of 5 average rating, 146 reviews
Guest favorite
Condo in George Town
Island Pine Villa Ocean View
Aug 16 – 23
$290 per night
4.89 out of 5 average rating, 148 reviews
Guest favorite
Condo in George Town
Seven Mile Beach with Soul
Aug 10 – 17
$303 per night
4.92 out of 5 average rating, 129 reviews
Guest favorite
Condo in George Town
2 BR beach condo resort with pool and ocean views
Jan 19 – 26
$550 per night
4.95 out of 5 average rating, 105 reviews
Guest favorite
Condo in Grand Harbour
The Sanctuary at the Careenage, Grand Harbour
Jul 15 – 22
$296 per night
4.93 out of 5 average rating, 186 reviews
Guest favorite
Condo in Rum Point
Beachfront Kaibo Condo
Oct 12 – 19
$278 per night
5.0 out of 5 average rating, 15 reviews
Guest favorite
Condo in Rum Point
"Mai Kai" Recently renovated Oceanfront Condo
Oct 27 – Nov 3
$265 per night
5.0 out of 5 average rating, 16 reviews
Guest favorite
Condo in GRAND CAYMAN
Moonlight Kai - Kaibo Yacht Club Phase 2
May 30 – Jun 6
$300 per night
4.97 out of 5 average rating, 39 reviews
Guest favorite
Condo in Rum Point
Starfish Paradise Beachfront Condo
Feb 16 – 23
$350 per night
4.92 out of 5 average rating, 89 reviews
Guest favorite
Condo in Rum Point
Seaside Serenity at Cayman Kai
May 27 – Jun 3
$342 per night
5.0 out of 5 average rating, 34 reviews
Guest favorite
Condo in Rum Point
Tropical Paradise Cayman Kai-Vu, 2 Bed Beach Front
May 17 – 24
$333 per night
5.0 out of 5 average rating, 21 reviews
Guest favorite
Condo in North Side
*Beachfront* Coco Sands - 2 bed condo at Rum Point
Sep 26 – Oct 3
$242 per night
4.94 out of 5 average rating, 16 reviews

Quick stats about vacation rentals with a pool in Rum Point

Total rentals

100 properties

Wifi availability

100 properties include access to wifi

Rentals with dedicated workspaces

40 properties have a dedicated workspace

Family-friendly rentals

90 properties are a good fit for families

Total number of reviews

800 reviews

Nightly prices starting at

$60 before taxes and fees

Destinations to explore