Family-friendly holiday rentals in West Bay

4.99 out of 5 average rating, 317 reviews

The exterior of the cottage is framed by vibrant tropical plants and flowering shrubs, showcasing a blend of lush greenery and colorful blooms. The white structure features a sloping roof, supported by two elegant columns at the entrance.

Cottage in West Bay

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

Apartment in Grand Cayman

The studio apartment features a spacious bed adorned with a light blanket, accompanied by a round dining table and four chairs. Natural wood paneling enhances the ceiling, while decorative wall pieces and patterned kitchen tiles add character to the space.

4.96 out of 5 average rating, 152 reviews

Adorable Boho Beach Villa

This adorable studio apartment has been fully renovated & has everything you need to enjoy the perfect Caribbean getaway. Calypso Cove is directly across from the famous Seven Mile Beach, where you can swim in the crystal clear blue sea every day. The studio has a balcony so you can enjoy the sunset or a morning coffee. Walking distance to supermarket, restaurants, bank and pharmacy, this apartment is in the perfect location. Keurig coffee machine, deck chairs, fins and mask and beach umbrella.

A serene sunset over the ocean is captured along a sandy beach. Soft waves reflect hues of orange and pink, while clouds are illuminated by the fading light. The horizon is visible, creating a calm and peaceful atmosphere.

4.91 out of 5 average rating, 103 reviews

Beachside Boutique Villa Steps to Seven Mile Beach

Enjoy the conveniently located yet quiet and peaceful end of Seven Mile Beach with private beach and beach access just steps away. Enjoy short sunsets and beach walks to some of the islands best snorkeling , diving and restaurants or walk the whole of seven mile beach from right outside your front door . Make some memories at this unique , fully equipped cosy cottage with a real beachy vibe and tranquil private patio garden . We hope you will love Beach Love at Calypso as much as we do. :)

4.93 out of 5 average rating, 271 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 Sanctuary Serene | 2BR | Pool & Porch

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.

4.93 out of 5 average rating, 122 reviews

A modern living area features a sectional sofa and a comfortable armchair, complemented by a stylish coffee table. The kitchen, visible in the background, includes stainless steel appliances and white cabinetry. Soft blue walls add a serene touch, while natural light brightens the space.

Villa in West Bay

Luxury villa right across 7mile Beach + Bed Swing

1 bedroom with King size bed and Queen size sofa bed to comfortably sleep up to 4 guests. Adorable small boutique community of 7 villas a few short steps from the white sand and crystal clear water of Seven Mile Beach. Includes all the comforts of home, 50” Smart TV, FREE high-speed WiFi, Keurig Coffee Machine, AppleTV, Apple HomePod, New AC in all rooms and Walk-in closet. Condo is recently remodeled w/ new furniture. There is also custom made outdoor swing bed on the patio to relax on.

The exterior of the apartment features a welcoming entrance with double wooden doors beneath an arched overhang. The façade is complemented by light-colored walls accented with coral trim. A well-maintained driveway, bordered by lush green grass, leads to a spacious parking area.

4.95 out of 5 average rating, 39 reviews

Private Apartment-Close to Beach-Free Park & Wi-Fi

Our cozy apartment is located in West Bay, 3-5 minutes to Seven Mile Beach, Governors Beach, and Cemetery Beach. Take it easy at this unique and tranquil getaway. Also, it is close to bus stops, supermarkets, restaurants, diving, and snorkeling. I can guarantee that you do not have to look any further. This beautiful apartment will make your stay unforgettable. It is a lovely apartment that suits your stay for one night or weeks. We are looking forward to welcoming you to our cozy place.

Guest suite in George Town

A tranquil swimming pool is framed by palm trees and a rocky outcrop, with clear blue water inviting relaxation. The ocean is visible in the background, where waves gently meet the shore. Lounge chairs are arranged around the pool area, creating a serene atmosphere.

4.98 out of 5 average rating, 253 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.

A modern living space is shown, featuring a comfortable sofa and a light wood coffee table. Bar stools are arranged at a kitchen counter, with a fully equipped kitchen visible in the background. A ceiling fan circulates air, and a warm, inviting atmosphere is created by pendant lighting.

4.94 out of 5 average rating, 51 reviews

Coastal Hideaway

This charming 1-bedroom retreat is in a convenient neighborhood, minutes from beaches, restaurants, and attractions. Bright and inviting, it features a comfy queen bed, a beautifully decorated living area, and a fully-equipped kitchen. Enjoy your private patio for morning coffee or an evening drink, plus a shared pool and lush gardens. With Wi-Fi, TV streaming, and air conditioning, it’s all set for a comfortable stay. Perfect for exploring and unwinding in the Cayman Islands.

Guesthouse in Grand Harbour

The exterior of the studio apartment is framed by lush greenery and flowering plants. An outdoor dining set with an umbrella is positioned on a blue deck. The building features large windows and light-colored walls, complemented by stone accents and manicured landscaping.

4.98 out of 5 average rating, 169 reviews

Heavenly Suite 2 - The M @ The Edge

Heavenly Suíte #2 at The M @ The Edge is a studio apartment with sleek & modern furnishings, smart HD TV, sound bar, chandeliers, state of the art kitchenette with quartz counter-tops, Delta faucet, and under counter lights. The chic bedroom fashioned in white crisp tiles, scones and recessed lighting mimics the luxurious bath styled in porcelain & Carrera tiles, Delta faucets, mirrors. . The patio enlivened by red/white accents, greenery, bar, pergolas, and Jacuzzi.

Apartment in Grand Cayman

A modern kitchen is featured, designed with blue cabinetry and a dark countertop. Stainless steel appliances are present, including a refrigerator and a stove. Shelves hold various dishware, while a cozy seating area with a colorful cushion adds warmth to the space.

4.87 out of 5 average rating, 106 reviews

Paradise Pointe Rentals (Apt 9 1st floor)

Spend your vacay in West Bay with us ! Warm tropical breezes and spectacular azure ocean views await you at Paradise Pointe. This cozy apartment is situated on the northwest point coast overlooking world famous Seven Mile Beach. If you're a swimmer, snorkeler or diver, our backyard was created especially for you. In the evenings, the amazing Caribbean sunset slowly fades as the speckled lights of Seven Mile Beach create an ambiance of quiet soothing peace.

Guesthouse in George Town

A cozy bedroom features a spacious bed with a patterned blanket. A small television is positioned on a dresser against a wall. Natural light filters through textured window treatments, complementing the earthy tones of the decor. A comfortable chair is located nearby, adding to the inviting space.

4.89 out of 5 average rating, 149 reviews

Zen Den 3, cozy private studio in George Town

Welcome to this private cozy studio in the vibrant heart of George Town! Lokated 10-15 minute walking distance to Smiths Cove Beach, this is separate unit with an independent entry. Has a bedroom, kitchenette, washer dryer, bathroom and designated parking spot. Located in George Town near hospitals, pharmacy, gas station and restaurants. Bedroom has queen bed, split A/C, smart TV and Internet. Private outside patio with seating and a hammock.

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.

4.99 out of 5 average rating, 101 reviews

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 West Bay family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

An aerial view shows a large pool area surrounded by lush greenery and sandy beach. The pool features a curved shape with a bridge and is furnished with multiple lounge chairs and umbrellas. Clear blue water meets the gentle waves of the Caribbean Sea.

4.87 out of 5 average rating, 159 reviews

Grandview condominium directly on 7-mile beach

4.9 out of 5 average rating, 121 reviews

An open living area features a modern kitchen with white cabinetry and stainless steel appliances, complemented by a wooden bar with two stools. A comfortable gray sectional sofa and a unique wood block coffee table enhance the inviting atmosphere, with natural light illuminating the space.

Condo in Rum Point

Starfish Paradise Beachfront Condo

5 out of 5 average rating, 19 reviews

SeaDreams #1 by Grand Cayman Villas

4.98 out of 5 average rating, 64 reviews

An open living and dining space features a large sectional sofa, a round wooden dining table with gray upholstered chairs, and a decorative area rug. Natural light floods the room through large sliding glass doors, offering views of the ocean and access to the private lanai.

Townhouse in KY

Spectacular Beachfront! Discovery Point Club #42

An aerial view captures the beachfront resort, characterized by multiple low-rise buildings surrounded by lush greenery. The sandy beach meets the turquoise lagoon, with a rocky jetty extending into the water. Lounge chairs are positioned by the pool area, inviting relaxation.

4.85 out of 5 average rating, 175 reviews

Beautiful Modern Condo on 7 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.

4.96 out of 5 average rating, 159 reviews

2 BR beach condo resort with pool and ocean views

4.88 out of 5 average rating, 86 reviews

A spacious living area is furnished with a light grey sectional sofa and a circular coffee table. A large flat-screen television is positioned on a wooden media console. Natural light floods in through glass doors, which lead to a balcony with views of greenery, enhancing the inviting ambience.

Apartment in George Town

2 Bedroom 2 Bathroom Condo 7 Mile Beach

5 out of 5 average rating, 17 reviews

A modern living area features large windows offering expansive ocean views. A light-colored sectional sofa is paired with a round woven coffee table, while a neutral rug anchors the space. A wooden sideboard and stylish armchair complement the airy atmosphere.

Apartment in George Town

3-Bedroom Condo with ocean view

Family- and pet-friendly home rentals

4.85 out of 5 average rating, 34 reviews

A spacious living area is adorned with large windows that showcase stunning ocean views. Bright white cabinetry and stainless-steel appliances complement the kitchen area, creating a modern and inviting atmosphere.

Condo in North Side

Oceanfront rooftop luxury2B2B Residency pool beach

4.91 out of 5 average rating, 23 reviews

A cozy bedroom features a spacious bed dressed in a white quilt. There are two windows adorned with sheer white curtains, allowing natural light to enter. A palm tree painting is displayed on the wall, adding a touch of island decor.

Home in West Bay

TWBR | 2BR 1BA • Sleeps 4+Parking+Private Lawn

5 out of 5 average rating, 27 reviews

A serene outdoor space features a turquoise swimming pool surrounded by a tiled deck with several lounge chairs. A light-colored home with large windows and a shaded patio area offers views of lush greenery and a clear sky.

Home in West Bay

Oceanfront Oasis Home with cottage & private pool

Apartment in Seven Mile Beach

A bright living area features modern furnishings, including a spacious sofa and a cozy armchair. Natural light floods through a floor-to-ceiling sliding door, leading to a private balcony. Textured area rugs enhance the space, complementing the neutral color palette.

5 out of 5 average rating, 58 reviews

Luxury 1 bed apt near Seven Mile Beach, The Grove

A screened patio area is visible, featuring a blue dining table surrounded by six white chairs. Colorful cushions in vibrant patterns are placed on the long seating along the back. Lush greenery can be seen through the patio screens, creating a tropical atmosphere.

4.93 out of 5 average rating, 164 reviews

Seven Mile Beach with Soul

A patio area is visible through sliding glass doors, featuring a coastal view of the Caribbean Sea. Lush greenery and palm trees frame the scene, while a single chair is positioned on the tiled floor, providing a relaxing spot to enjoy the ocean breeze.

4.86 out of 5 average rating, 7 reviews

Look No Further! Outdoor Pool and Pets Allowed

A vibrant suite interior features a queen bed adorned with colorful bedding, a cozy dining area with wooden chairs, and a work desk. The open-plan kitchen showcases essential appliances, while large windows invite natural light, enhancing the welcoming ambiance.

4.92 out of 5 average rating, 64 reviews

S1 BP | Steps to Beach

4.75 out of 5 average rating, 40 reviews

A bright living space features a spacious light-colored couch with decorative pillows and a modern coffee table. Large glass doors open to a private balcony overlooking the water, with natural light illuminating the room. The kitchen is visible in the background, showcasing clean lines and contemporary design.

Apartment in George Town

Luxury 1Bdr Waterfront Apt w/ Pool, Hot Tub+ Gym

Family-friendly home rentals with a pool

A balcony view features two chairs facing a vibrant sunset over the ocean. Two glasses and a bottle are positioned on a small table, with the golden sun reflecting on the water below. The calm waves are visible in the foreground.

5 out of 5 average rating, 84 reviews

Oceanfront: 2 pools, diving & snorkeling on-site

A serene beachfront scene is captured, featuring palm trees swaying gently in the breeze. A sandy shore leads to a calm turquoise ocean, with a wooden dock extending into the water. A manicured pathway runs alongside the beach, bordered by a low stone wall.

4.91 out of 5 average rating, 56 reviews

Bougainvillea at Pappagallo Beach Villas (condo#2)

A modern living space features a light-colored sofa adorned with decorative pillows and a cozy blanket. A wooden coffee table is placed on a textured area rug, surrounded by greenery from a tall indoor plant. Large glass doors lead to a balcony, allowing in natural light.

4.88 out of 5 average rating, 89 reviews

New, Luxury 1 Bed/ 1 Bath At 7 Mile Beach

A clear blue swimming pool is surrounded by a well-maintained patio area. Two lounge chairs are positioned beside the pool, with lush greenery in the background. Bright, sunny skies and a modern building can be seen beyond the pool area.

4.84 out of 5 average rating, 133 reviews

Cozy Condo near Seven Mile Beach!

5 out of 5 average rating, 16 reviews

A modern two-story home features expansive glass doors and large windows that provide views of the outdoor space. A private pool and putting green are surrounded by lush landscaping, creating a refreshing environment. Lounge chairs are positioned nearby for relaxation.

Home in North Side

Luxury Beachview Retreat, Cayman Island.

5 out of 5 average rating, 63 reviews

A serene pool area is surrounded by several two-story buildings, each featuring multiple windows and a sloped roof. Lush greenery and colorful plants border the pool, enhancing the outdoor space, which is illuminated by bright blue skies and white clouds.

Townhouse in West Bay

2 bedroom condo with pool close to beach

An oceanfront balcony is shown, featuring a colorful hammock suspended between posts. A comfortable chair and a table with four accompanying chairs are positioned nearby, all overlooking the turquoise sea and rocky shoreline. Soft clouds drift in the sky.

5 out of 5 average rating, 47 reviews

Panoramic Ocean views and Magnificent Snorkeling