We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.

Airbnb your place

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.

0 of 0 items showing

1 of 3 pages

1 of 3 pages

Condo 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.

Jul 2 – 9

ﺩ.ﺇ1,082 per night

Condo in Grand Harbour

4.92 out of 5 average rating, 197 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.

Jan 10 – 17

ﺩ.ﺇ1,067 per night

Condo 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!

Apr 6 – 13

ﺩ.ﺇ1,146 per night

Condo in George Town

4.85 out of 5 average rating, 120 reviews

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.

Jul 27 – Aug 3

ﺩ.ﺇ1,432 per night

Condo in Rum Point

5.0 out of 5 average rating, 40 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.

Sep 6 – 13

ﺩ.ﺇ1,503 per night

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.

Mar 29 – Apr 5

ﺩ.ﺇ641 per night

Condo 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!

Nov 8 – 15

ﺩ.ﺇ1,434 per night

Condo in Rum Point

4.88 out of 5 average rating, 8 reviews

Newly Renovated 2 Bed Beachfront Condo w/Pool+Hot

Nestled in the heart of serene and picturesque Cayman Kai, welcome to Jelly Kai, Unit A9, a 2 bedroom 2 bathroom beachfront condo located at Kaibo Yacht Club Phase 2. As you step into this recently renovated second-floor condo, you'll immediately feel the tranquil ambiance that the Cayman Kai area is renowned for. The condo's recent and meticulous renovation (Summer 2023) spared no expense, creating a welcoming retreat that will ensure that you and your family feel right at home.

May 22 – 29

ﺩ.ﺇ1,043 per night

Condo in Rum Point

4.92 out of 5 average rating, 113 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!

Mar 18 – 25

ﺩ.ﺇ2,549 per night

Cottage in West Bay

5.0 out of 5 average rating, 173 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.

Jul 7 – 14

ﺩ.ﺇ1,726 per night

Condo 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.

Sep 16 – 23

ﺩ.ﺇ830 per night

Condo in George Town

4.84 out of 5 average rating, 102 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.

Aug 23 – 30

ﺩ.ﺇ456 per night

Vacation rentals for every style

Get the amount of space that is right for you

Houses

A space thats all yours, with room for everyone

Hotels

Stylish accommodations and amenities

Unique stays

Spaces that are more than just a place to sleep

Popular amenities for Rum Point rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

Home in Rum Point

5.0 out of 5 average rating, 3 reviews

Pools of the Kai #11 by Grand Cayman Villas

Nov 17 – 24

ﺩ.ﺇ1,613 per night

Home in Rum Point

4.84 out of 5 average rating, 45 reviews

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

Oct 6 – 13

ﺩ.ﺇ1,189 per night

Home in Bodden Town

4.88 out of 5 average rating, 86 reviews

Tranquil Hideaway

Jan 6 – 13

ﺩ.ﺇ379 per night

Home in North Side

4.94 out of 5 average rating, 34 reviews

Oceanfront “Dreamsicle” Villa with Kayaks

May 6 – 13

ﺩ.ﺇ2,052 per night

Home in Patricks Island

5.0 out of 5 average rating, 10 reviews

Seabreezes-Your Oceanside Escape

Jun 12 – 19

ﺩ.ﺇ608 per night

Home in Grand Cayman

5.0 out of 5 average rating, 15 reviews

3 Bedroom Beach House with Pools

Mar 1 – 8

ﺩ.ﺇ1,272 per night

Home in Grand Cayman

4.96 out of 5 average rating, 47 reviews

Snorkelers Beachfront Paradise - Beach Plum Villa

Sep 6 – 13

ﺩ.ﺇ2,920 per night

Home in West Bay

5.0 out of 5 average rating, 8 reviews

Oceanfront Oasis Home with cottage & pool

Mar 10 – 17

ﺩ.ﺇ3,281 per night

Condo rentals with a pool

Condo in George Town

4.93 out of 5 average rating, 152 reviews

Cayman Reef Resort on Seven Mile Beach

Nov 21 – 28

ﺩ.ﺇ1,952 per night

Condo in George Town

4.95 out of 5 average rating, 107 reviews

2 BR beach condo resort with pool and ocean views

Jan 5 – 12

ﺩ.ﺇ2,718 per night

Condo in Rum Point

5.0 out of 5 average rating, 19 reviews

Sea Biscuit 1BR Oceanfront at The Sea Lodges

Aug 11 – 18

ﺩ.ﺇ1,071 per night

Condo in North Side

4.88 out of 5 average rating, 26 reviews

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

May 26 – Jun 2

ﺩ.ﺇ1,073 per night

Condo in Rum Point

5.0 out of 5 average rating, 16 reviews

Beachfront Kaibo Condo

Jan 19 – 26

ﺩ.ﺇ1,576 per night

Condo in Rum Point

5.0 out of 5 average rating, 17 reviews

Tropical sunsets

Oct 24 – 31

ﺩ.ﺇ1,246 per night

Condo in West Bay

5.0 out of 5 average rating, 37 reviews

Sunset Hideaway (3)

Sep 11 – 18

ﺩ.ﺇ840 per night

Condo in Bodden Town

5.0 out of 5 average rating, 22 reviews

𓇼Bodden Town Bliss - Family friendly Condo 𓇼

Nov 11 – 18

ﺩ.ﺇ1,310 per night

Quick stats about vacation 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
ﺩ.ﺇ808 before taxes and fees

Destinations to explore