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Condo and apartment vacation rentals in Grand Cayman

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Top-rated vacation rentals in Grand Cayman

Guests agree: these stays are highly rated for location, cleanliness, and more.

Luxury Cottage, 1bd/1ba steps to Pool+7 Mile Beach
Entire cottage · 4 guests · 2 beds · 1 bath
Luxury Cottage, 1bd/1ba steps to Pool+7 Mile BeachOur 'Indian Almond' cottage duplex is part of the Botanica collection of charming island style cottages. It is designed with casual luxury in mind utilizing organic textures and subtle coastal hues. Offering guests all the amenities they need while on vacation. 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.
Hidden Gem at Grapetree Cove
Entire cottage · 2 guests · 2 beds · 1 bath
Hidden Gem at Grapetree CoveHidden 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.
Adorable Boho Beach Villa
Entire rental unit · 2 guests · 1 bath
Adorable Boho Beach VillaThis 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.

Vacation rentals for every style

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Popular amenities for Grand Cayman vacation rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Vacation condos with jacuzzis / hot tubs

SUPERHOST
  1. Entire condominium (condo)
  2. George Town
2 BR beach condo resort with pool and ocean views
G$67,253 per night
SUPERHOST
  1. Entire condominium (condo)
  2. George Town
New to market, Seafront condo on Seven Mile Beach
G$156,923 per night
SUPERHOST
  1. Entire condominium (condo)
  2. West Bay
Seven Mile Beachfront Condo at Discovery Point
G$98,129 per night
SUPERHOST
  1. Entire condominium (condo)
  2. GRAND CAYMAN
Moonlight Kai
G$52,308 per night
SUPERHOST
  1. Entire condominium (condo)
  2. Rum Point
Starfish Paradise Beachfront Condo
G$47,077 per night
  1. Entire condominium (condo)
  2. East End
Castaways Cove - 10 Steps To The Beach!
G$75,593 per night
  1. Entire condominium (condo)
  2. East End
Right on the beach! Ground floor 2Bed/2Bath Condo
G$54,065 per night
  1. Entire condominium (condo)
  2. George Town
Beautiful Modern Condo on 7 Mile Beach
G$124,044 per night
  1. Entire condominium (condo)
  2. Grand Cayman
Grand Caymanian Resort: 1-BR, Sleeps 4, Kitchen
G$40,800 per night
SUPERHOST
  1. Entire condominium (condo)
  2. George Town
Resort Style 2br/2ba Condo on Seven Mile Beach
G$74,216 per night
SUPERHOST
  1. Entire condominium (condo)
  2. Patricks Island
Live “The Life”- Serenity on the Sea, Grand Cayman
G$93,407 per night
  1. Entire condominium (condo)
  2. George Town
7-Mile BEACH CONDO at a Resort Style Setting
G$57,538 per night

Beachfront condo rentals

  1. Entire condominium (condo)
  2. George Town
Luxury Condo on Seven Mile Beach
G$70,182 per night
  1. Entire condominium (condo)
  2. George Town
ISLAND PINE VILLAS 24 - On Beautiful 7 Mile Beach!
G$73,231 per night
SUPERHOST
  1. Entire condominium (condo)
  2. KY
Luxury quiet beachfront w/coral reef snorkeling
G$52,308 per night
SUPERHOST
  1. Entire condominium (condo)
  2. Rum Point
Nature's View: Pools of the Kai #2
G$65,010 per night
SUPERHOST
  1. Entire condominium (condo)
  2. George Town
Beautiful Beachfront 2BR Condo.
G$85,785 per night
No reviews yet
  1. Entire condominium (condo)
  2. Rum Point
Big Chill at the Sea Lodges (# 19) Cayman Kai
G$50,814 per night
SUPERHOST
  1. Entire condominium (condo)
  2. George Town
Cayman Reef Resort on Seven Mile Beach
G$83,692 per night
  1. Entire condominium (condo)
  2. George Town
Oceanfront 2bed 2bath Condo Seven Mile Beach
G$70,241 per night
  1. Entire condominium (condo)
  2. George Town
Caribbean style beach home
G$80,554 per night
  1. Entire condominium (condo)
  2. George Town
Island Pine Villa Ocean View
G$47,795 per night
  1. Entire condominium (condo)
  2. George Town
Grandview condominium right on the beach!!!
G$73,231 per night
SUPERHOST
  1. Entire condominium (condo)
  2. Savannah
Coral Bay Direct Beachfront Villa
G$98,129 per night

Vacation apartments with pools

  1. Entire rental unit
  2. West Bay
NEW, LUXURY 1 BED / 1 BATH AT 7 MILE BEACH
G$62,560 per night
  1. Entire rental unit
  2. George Town
Dove Retreat
G$22,268 per night
  1. Entire rental unit
  2. George Town
Condo in the Heart of Grand Cayman
G$23,015 per night
SUPERHOST
  1. Entire rental unit
  2. Patricks Island
Casa de Bells 6
G$20,923 per night
SUPERHOST
  1. Entire rental unit
  2. George Town
New Remodelled BeachView Condo at SunsetCove
G$94,572 per night
SUPERHOST
  1. Entire rental unit
  2. George Town
Flip Flop Villa Two
G$36,615 per night
No reviews yet
  1. Entire rental unit
  2. George Town
Beach Living at Plantation Village (BLGS)
G$80,104 per night
  1. Entire rental unit
  2. GRAND CAYMAN
Pools of the Kai #9 - Your home away from home
G$52,308 per night
SUPERHOST
  1. Entire rental unit
  2. George Town
Centrally Located On Seven Mile Beach
G$62,022 per night
No reviews yet
  1. Entire rental unit
  2. West Bay
Chic Studio Apt Near To Seven Mile Beach
G$47,077 per night
No reviews yet
  1. Entire rental unit
  2. Rum Point
Postcard Perfect!
G$50,663 per night
No reviews yet
  1. Entire rental unit
  2. East End
Morritts Tortuga East End Resort
G$37,662 per night

Your guide to Grand Cayman

Welcome to Grand Cayman

The largest of the three Cayman islands, Grand Cayman lives up to its name. The Caymans have a reputation as a playground for the wealthy, and its capital city, George Town, located here, confirms that image. Its glitzy, ritzy environs are where visitors congregate to sip cocktails, browse the marquee boutiques, and partake in a plethora of fine dining. All of this is arrayed against Seven Mile Beach, a glamorous strand of white sand abutted by sparkly blue water where turtles and stingrays flit. But Grand Cayman isn’t all about luxury — venture outside George Town and you’ll find pockets of rural idyll and gorgeous natural attractions.

This island’s varied ecosystem supports a dizzying array of flora, including coconut palms, mangroves, and avocado and mango trees. Colorful orchids and fanlike hibiscus flowers bloom here. There are arid semi-desert landscapes contrasted by verdant hardwood forests. At Smith Cove, a favorite snorkeling spot, you can paddle around with tropical fish and — if you’re lucky — even an octopus or two.


How do I get around Grand Cayman?

Fly into Owen Roberts International Airport (GCM), located in George Town. Taxis, shuttles, and rental cars are available once you arrive. While you don’t necessarily need a rental car to explore George Town and Three Mile Beach, it’s a good idea to get one if you’d like to take day trips to explore the pastoral parts of the island. There is a public bus system that operates routes island-wide, with the main hub in George Town. You can catch one at a bus stop, or flag one down. Their routes are posted on a sticker in the front window.


When is the best time to stay in a vacation rental in Grand Cayman?

There isn’t really a bad time to visit Grand Cayman. The weather is warm and sunny year round, although there is a wet season from May to October. This means you’re likely to encounter morning and afternoon rainfall — and also fewer crowds. Pirates Week, one of the island’s biggest and most eccentric events, goes down over three weeks in November and is spread across the three islands, ending in Grand Cayman. Expect parades, bonfires, fireworks, and lots of pirate costumes.


What are the top things to do in Grand Cayman?

Mastic Trail

Located in the Mastic Reserve, which protects the island’s old-growth forest, this tranquil 2.3-mile trail showcases the island’s biodiversity as it traverses mangrove wetlands and palm stands where parrots and woodpeckers congregate. You may also spy orchids, butterflies, and large hermit crabs in this park, which has grown unfettered for two million years.

Cayman Motor Museum

This museum is as much a celebration of cars as it is the special possessions that wealth affords. Built by a car-obsessed businessman, the museum showcases his extensive collection, which includes the first car brought to the Caymans, as well as glittering high-end collector cars and famous Hollywood action hero vehicles.

Crystal Caves

Temporarily bid goodbye to the sunshine to venture underground and explore this fascinating network of underground caves formed more than one million years ago. The Crystal Caves’ interior chambers bristle with strange and beautiful stalactites and stalagmites, some surrounding a limpid underground lake. Rumor has it that pirates stashed gold here, but the real treasures are the scenic riches.