Holiday rentals with a kayak in Grand Cayman

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Top-rated Accommodation with a Kayak in Grand Cayman

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

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Guest favourite

Apartment in Grand Cayman

4.98 out of 5 average rating, 96 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.

19–26 Dec

$718 NZD per night

Guest favourite

Apartment in West Bay

4.94 out of 5 average rating, 77 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. :)

8–15 Dec

$504 NZD per night

Guest favourite

Holiday home in George Town

4.92 out of 5 average rating, 50 reviews

Ground Suite 2b2b Ocean Side in 7 Mile w/ Pools

Experience a resort nestled in quiet area at the start of Cayman's famous Seven Mile. Walking distance to water, bars, beach and restaurants. Great for two or three singles, two couples or a family with 2 bedrooms with ensuite bathrooms and on-site pools and minimalistic beach. Centrally AC’ed 2-bedroom & 2-ensuite bathroom villa with a fully equipped kitchen, private screened patio, with WiFi 100Mbps. On bus route. Choice of two pools, tennis court, BBQ, SUPs, kayaks, and beachfront access.

25 Sep – 2 Oct

$523 NZD per night

Guest favourite

Home in Grand Cayman

5.0 out of 5 average rating, 15 reviews

3 Bedroom Beach House with Pools

Relax in this spacious East End house, surrounded by lush landscaping and 5 cascading pools. As seen on HGTV, Neptune’s Nest is a two-story, stand-alone home in the charming, pastel-colored, East End Paradise Villas. With only 10 homes and 300 ft beach across the road, this quiet complex is far from the crowds but close to restaurants, parks, and world-class dive sites. The natural beach (water shoes a plus) is a haven for marine life, perfect for snorkeling or kayaking out to the nearby reef.

12–19 Mar

$677 NZD per night

Guest favourite

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.

28 Sep – 5 Oct

$488 NZD per night

Guest favourite

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!

29 Mar – 5 Apr

$688 NZD per night

Guest favourite

Apartment in KY

4.89 out of 5 average rating, 61 reviews

1 Bed Beach Rental 20 steps to the Beach!

Newly renovated 1 bedroom apartment just 50 feet to Seven Mile Beach in West Bay. From the balcony you have a partial beach view. This apartment has everything you will need for a comfortable stay and the memory foam mattress will ensure a great nights sleep. Alfresco Restaurant is across the street and Camana Bay is an 8 minute drive away. There is also a comfortable sofa bed in the living room with a queen memory foam mattress for extra guests. There is also a Shared Laundry Room on site.

27 Sep – 4 Oct

$453 NZD per night

Guest favourite

Villa in West Bay

4.93 out of 5 average rating, 88 reviews

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.

13–20 Aug

$613 NZD per night

Guest favourite

Holiday home in Bodden Town

5.0 out of 5 average rating, 84 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,

25 Aug – 1 Sep

$790 NZD per night

Guest favourite

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!

7–14 Feb

$1,315 NZD per night

Guest favourite

Home in George Town

4.9 out of 5 average rating, 21 reviews

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.

22 Feb – 1 Mar

$1,349 NZD per night

Guest favourite

Cottage in East End

4.99 out of 5 average rating, 96 reviews

Piece of Mine, Beachfront Villa #3

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 throughout the property. Modern walk-in Shower, Towels, and bathrobe. Full Kitchen, Keurig & regular coffee maker & Blender, Extra-large bedroom, Antique four post bed, Desk + smart TV. Enjoy paradise & experience "True Caymanian Hospitality!!"

10–17 Nov

$673 NZD per night