Waterfront holiday rentals in Rum Point

4.99 out of 5 average rating, 113 reviews

Home in North Side

North Side Grand Cayman Beachfront Villa

Spacious beachfront home on Grand Cayman’s peaceful North Side. Walk out to crystal-clear water for snorkeling and paddleboarding — we provide kayaks, paddleboards, and snorkel gear. 4 en-suite bedrooms plus two sofa beds in living room, rooftop with ocean views, fast WiFi, full kitchen, and washer/dryer. Small grocery store and Over the Edge are 1 mile away. Supermarket in Savannah (~20 min). Restaurants & bars @ Kaibo & Rum Point (~15 min). Travel crib and kids’ games available. Self check-in.

4.92 out of 5 average rating, 293 reviews

A pool area is shown with lounge chairs arranged around a clear blue pool. The deck is paved with light-colored bricks and surrounded by greenery. In the background, a covered seating area with multiple chairs can be seen, alongside colorful buildings under a sunny sky.

Condo in Grand Harbour

Waterfront Escape | 2BR Retreat Pool & Walkable

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.

4.98 out of 5 average rating, 123 reviews

Cottage in East End

Hidden Gem Cottage on the Beach

Hidden Gem is a Traditional Cayman Style cottage located at Grapetree Cove on a beautiful beach area in sleepy fishing village of East End. The property is filled with trees that gives it a dreamy Island ambiance. The Cottage has been fully renovated with modern amenities that makes is very comfortable and homey. Hidden Gem offers a unique CaymanKind experience from a Caymanian host that knows the area well. Located minutes away from local dinning places and many key attractions in the area.

Holiday home in Bodden Town

A serene view of the turquoise ocean stretches beyond a well-maintained pool area. Lush palm trees and vibrant greenery frame the space, with a sandy beach visible nearby. The outdoor seating area is partially shaded, creating a relaxing atmosphere for guests.

5 out of 5 average rating, 113 reviews

Art Beach House, boutique style luxury.

Private getaway for couples or singles perfect for honeymooners situated at beautiful frank sound. 25 mins from George town so car essential, many attractions nearby include the crystal caves 5 mins botanical gardens and rum point, and the beautiful east end. we also boast some of the the best dining on island. So lots to do or just chill on your private beach away from the crowds. the apartment is situated on ground floor level with art studio/Gallery above. with exclusive use of pool,

4.94 out of 5 average rating, 36 reviews

Home in Rum Point

Whispering Kai: beach home on Bio Bay, Cayman Kai

A quiet oasis with unforgettable views. Located directly on the Bioilluminesce Bay in the wonderful residential area of Cayman Kai is our luxurious yet comfortable 2 bedroom, 2 bathroom secluded beachfront home complete with a spacious screened-in back patio overlooking the water on a white sandy beach with a private boat dock. Check us out on Insta: @whisperingkai Master Bedroom: King Bed Guest Bedroom: King Bed plus two pull-out sofas (twins) Living Room: One pull-out sofa (double)

An open-concept living area is showcased, featuring a modern kitchen with light wood cabinetry and a dark stone countertop. A dining table with six chairs is positioned adjacent. Large windows allow natural light to illuminate the space, while a cozy seating area is visible in the background.

4.9 out of 5 average rating, 59 reviews

Renovated Rum Point 2 Bed Beachfront Condo w/ pool

Renovated in Nov 2023!! This beautiful 2 Bed/2.5 Bath condo is located literally steps away from world famous Rum Point Beach at the quaint condo development of The Island Houses. The Island Houses wrap around the northern end of the Rum Point Lagoon. The unit is approx. 1750 square feet with the living, dining and kitchen on the first floor and the 2 bedrooms on the 2nd floor. The space is perfect for couples, a small family or group of friends. Sleeps up to 5 guests in total.

5 out of 5 average rating, 13 reviews

Home in Rum Point

Villa at Kaibo for 6, peaceful beach paradise

Escape to Cayman’s quiet side at Pools of the Kai, where romance meets island serenity. This stylish waterfront 2-bedroom with a sleeper sofa condo features a private screened pool, two king suites, fast WiFi, and soothing ocean views. Unwind in total comfort, from sun-drenched mornings to peaceful evenings by the water. Stroll to Kaibo, kayak to Starfish Point, explore Bio Bay, or ferry to Seven Mile Beach. A tranquil, intimate escape perfect for couples and slow island living.

An outdoor dining area is presented under a vibrant teal umbrella, featuring a glass-top table surrounded by several green chairs. The view beyond includes sandy beach and the Caribbean Sea, framed by palm trees and coastal vegetation.

4.94 out of 5 average rating, 168 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!

4.99 out of 5 average rating, 121 reviews

Two wooden chairs are positioned on a sandy beach, surrounded by lush palm trees. The tranquil ocean stretches out in the background, with gentle waves lapping at the shore. Bright greenery and tropical plants enhance the natural setting.

Cottage in East End

Piece of Mine, Beachfront Villa #3

Private & Tranquil BEACHFRONT Cottage offers all the conveniences of a luxury home. KAYAKS and SNORKELING GEAR, daybed & smart TV on the SCREENED PORCH, beach chairs, beach swing, and beautiful SUNSETS. Hammocks are throughout the property. Modern walk-in Shower, Towels, and bathrobe. Full Kitchen, Keurig & regular coffee maker & Blender, Extra-large bedroom, Caribbean Antique four-post bed, Desk + smart TV. Enjoy paradise & experience "True Caymanian Hospitality!!"

4.94 out of 5 average rating, 102 reviews

An outdoor terrace features comfortable wicker seating, complemented by colorful cushions. Lush palm trees frame the view of the tranquil turquoise waters and clear sky, enhancing the inviting coastal atmosphere.

Home in George Town

Paradise Beach House in South Sound, George Town

Paradise Beach House in South Sound, George Town Paradise Beach House is a beautiful vacation rental property located in South Sound, George Town, Grand Cayman. The house offers a spacious and luxurious living experience with its very own paradise beach and a view of the reef and famous wreck of South Sound! Please note the "Resort Fee" is the Government Tourist Tax that is charged to all international guests staying in the Cayman Islands.

4.98 out of 5 average rating, 139 reviews

A round dining table is set for four, surrounded by light-colored chairs. The space features large glass windows that offer views of palm trees and neighboring outdoor seating. Natural light illuminates the interior, enhancing the serene setting.

Apartment in KY

Rum Haven villa on Bioluminescent Bay & Ocean view

Welcome to Rum Haven - a 1-bedroom, 1-bath peaceful hideaway perfectly situated on the bioluminescent bay and directly across from the iconic Rum Point Club. This charming unit is ideal for couples seeking a relaxing island getaway. Unwind in the hammock, paddle along the Bio Bay in our complimentary kayak, or simply enjoy the views from your private porch. Maid service is included for stays over 7 nights.

4.98 out of 5 average rating, 115 reviews

An aerial view showcases the layout of a tropical beachfront property featuring clusters of buildings with blue roofs surrounded by landscaped gardens. The sandy beach meets the clear turquoise waters, with a stretch of palm trees lining the shoreline in a serene setting.

Condo in West Bay

Next to Ritz | Oceanview 1BR on Seven Mile Beach

Wake up to ocean views at Villas of the Galleon #6, a peaceful 1BR condo on Seven Mile Beach. Nestled between the Ritz and Westin, this iconic location offers privacy, modern comfort, and front-row beach access—without the crowds. Walk to restaurants, snorkel in turquoise waters, and unwind on Grand Cayman’s most exclusive stretch of sand. Ideal for couples or small families seeking the perfect beach escape.

Popular amenities for Rum Point waterfront rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Waterfront apartment accommodation

4.94 out of 5 average rating, 54 reviews

A modern living area features a teal sofa and a circular wooden coffee table. A light rug with a minimal pattern lies beneath. The space opens to a dining area with a sleek table and chairs. Warm light is provided by stylish ceiling fixtures.

Apartment in George Town

Seaside Serenity at Allure

5 out of 5 average rating, 8 reviews

Apartment in Bodden Town

3 Bed w/ Stunning Oceanfront Views & Beach Access

5 out of 5 average rating, 26 reviews

A serene beachfront scene features clean white sand gently sloping to a clear turquoise sea. Lush palm trees provide shade along the shore, while a rocky outcrop is visible in the water. Beach chairs are arranged invitingly, offering views of the tranquil coastline.

Apartment in North Side

On The Bay 310 - Enjoy the View

5 out of 5 average rating, 16 reviews

A clear, blue pool is surrounded by lush greenery and palm trees, offering a serene setting. White lounge chairs are arranged along the pool's edge, inviting relaxation. The area is well-maintained, with a staircase leading into the water and a gentle slope for easy access.

Apartment in Rum Point

The Retreat at Rum Point Beach #19 Cayman Kai

4.94 out of 5 average rating, 51 reviews

A spacious balcony is enclosed with large glass windows, offering unobstructed views of the beach and palm trees swaying in the breeze. Comfortable seating arrangements are present, inviting relaxation in this tranquil outdoor space. Natural light floods in, creating an open and airy atmosphere.

Apartment in Rum Point

Incredible Beach Front Condo At Kaibo Yacht Club

4.93 out of 5 average rating, 74 reviews

A view of a tranquil whirlpool surrounded by tropical palm trees and vibrant flowers. The scene is complemented by the clear blue ocean in the background, enhancing the serene landscape of the resort grounds.

Apartment in George Town

Regal Beach Club #411

5 out of 5 average rating, 24 reviews

A spacious outdoor patio features a wooden dining table surrounded by matching chairs. Large windows provide unobstructed views of palm trees and the beach, with light filtering through. Ceiling fans are installed, enhancing airflow in the area.

Apartment in Rum Point

Kaibo Kove

5 out of 5 average rating, 48 reviews

An aerial view captures the stunning coastline of Seven Mile Beach, featuring soft sandy shores and clear turquoise waters. Resort buildings with blue roofs are visible along the beach, interspersed with palm trees and beach loungers, showcasing a serene tropical setting.

Apartment in West Bay

Next to Ritz | Ground-Floor | Prime 7mb | Quiet

Waterfront house rentals

5 out of 5 average rating, 28 reviews

An infinity pool reflects the vibrant colors of the sunset over the sea, surrounded by palm trees. Three transparent float loungers gently rest on the water's surface, creating a serene atmosphere. The calm ocean horizon is visible in the background, complementing the tranquil setting.

Home in Old Man Bay

Coral Cottage - Beach Front w/ Private Pool

Tall palm trees sway gently in the breeze, framing the beach bungalow. The sandy area is well-maintained, surrounded by neat shrubs. Light clouds drift in the sky, providing a calm backdrop to the inviting atmosphere of the resort.

Home in Rum Point

5 out of 5 average rating, 4 reviews

Sea Lodge #25

5 out of 5 average rating, 60 reviews

A spacious living area features two large, comfortable sofas adorned with decorative pillows. A glass coffee table showcases a small centerpiece. Mirrors on the wall reflect the light, while a ceiling fan contributes to the air circulation. The space is accented by plants and artwork.

Home in West Bay

Price competitive and offers more than the usual

5 out of 5 average rating, 41 reviews

A private swimming pool is set within a tiled outdoor area, surrounded by lounge chairs and tropical plants. The ocean sparkles in the background, with gentle waves under a clear blue sky. A wooden railing marks the edge of the pool area, offering unobstructed sea views.

Home in West Bay

Oceanfront Oasis: Endless Views, Pool & Cottage

5 out of 5 average rating, 29 reviews

An outdoor dining area is presented with a round table set for four, featuring blue and white dishware. A vase with bright pink flowers adds a pop of color. Palm trees are visible in the background, offering a glimpse of the beachfront and ocean.

Home in KY

Sea Cove

4.94 out of 5 average rating, 32 reviews

Home in GRAND CAYMAN

Beach House at Rum Point/3 Kayaks/4 bikes/WI-FI

Superhost

An aerial view of the beachfront villa showcases a spacious property layout. A private dock extends into the turquoise waters, while a heated swimming pool is surrounded by lounge chairs. The sandy beach area blends seamlessly with lush greenery and palm trees.

Home in North Side

5 Ensuite Beachfront Villa w/ Heated Pool & Dock

Superhost

A screened corner patio features a comfortable seating area with wicker furniture and a dining table. Bright cushions are seen on the seating, and vibrant views of the ocean and palm trees are framed by large glass windows, enhancing the inviting ambiance.

Home in Seven Mile Beach

Beach at your doorstep GV1111

Waterfront condo accommodation

4.98 out of 5 average rating, 96 reviews

Gentle waves lap at a pristine sandy beach bordered by swaying palm trees under a clear blue sky. The turquoise waters extend toward the horizon, providing a serene ocean view that enhances the beachside ambiance.

Condo in Cayman Islands

7 Mile Beach Waterfront-1 Bed Condo. Hidden Gem!

An aerial view showcases the resort's layout, featuring a large pool surrounded by lush greenery and palm trees. The pool's inviting shape contrasts with the sandy beach that gently meets the turquoise water. Loungers and umbrellas are positioned along the beach for relaxation.

4.88 out of 5 average rating, 180 reviews

Grandview condominium directly on 7-mile beach

A beachfront gazebo with a thatched roof is surrounded by palm trees, swaying gently in the breeze. The sandy area leads to the calm waters, showcasing the serene atmosphere of the property. A portion of the building is visible to the right.

5 out of 5 average rating, 41 reviews

Beachfront Kaibo Condo

4.96 out of 5 average rating, 100 reviews

The rocky shoreline is showcased, featuring rugged coral formations and tidal pools. Lush greenery lines the backdrop, while the ocean stretches out under a partly cloudy sky. The tranquil scene invites exploration of the coastal area just steps from the property.

Condo in West Bay

Sunset Hideaway (2)

The living area features a comfortable sofa adorned with decorative cushions. A light wooden coffee table sits on a patterned rug, and a wall-mounted TV is positioned across from the seating. Sunlight floods in through the sliding doors that open to a private patio.

4.95 out of 5 average rating, 204 reviews

Cayman Reef Resort on Seven Mile Beach

A spacious living area features a light-colored sectional sofa and a large area rug. Wooden beams line the ceiling, reflecting natural light. A dining table is visible, accompanied by modern lighting fixtures. The open layout connects to the kitchen area, enhancing the inviting ambiance.

4.97 out of 5 average rating, 177 reviews

2 BR beach condo resort with pool and ocean views

Access to a private beach is visible through a white gate, framed by lush green shrubs and sandy paths. The ocean stretches out to the horizon, reflecting clear blue skies and soft clouds, inviting a serene coastal experience.

4.94 out of 5 average rating, 111 reviews

Oceanfront 2bed 2bath Condo Seven Mile Beach

A tranquil scene at sunset features palm trees silhouetted against a colorful sky, reflected in a serene pool. Lounge chairs are positioned near the water's edge, with a sandy beach leading to the horizon where boats can be seen in the distance.