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From $1637 per night (USD)
VRBO
Beachcomber 32 by Grand Cayman Villas
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
SIXTH FLOOR UNIT All Beachcomber condos are maintained to perfection with quality furnishings, gourmet appliances, and a ...
From $1637 per night (USD)
VRBO
From $1545 per night (USD)
Expedia
Beachcomber 7 by Grand Cayman Villas
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
SECOND FLOOR UNIT All Beachcomber condos are maintained to perfection with quality furnishings, gourmet appliances, and ...
From $1545 per night (USD)
Expedia
From $393 per night (USD)
VRBO
LUXURY/OVERSIZED - 1 Bed/1.5 Bath near AMAZING SHORE DIVING W/180° Ocean VIEWS
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to your luxurious retreat in West Bay, Grand Cayman! BRAND NEW Construction, this 1-bedroom, 1.5-bathroom condo ...
From $393 per night (USD)
VRBO
From $1095 per night (USD)
Expedia
3-Bedroom Oceanview Condo + Pool Directly on Seven Mile Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Unit 35 at Plantana is a 3-bedroom ocean view condominium with a beach front pool located directly on the best part of S ...
From $1095 per night (USD)
Expedia
From $1429 per night (USD)
VRBO
Casa Luna 5: Gated Resort Near Seven Mile Beach w/Beach Cove, Pool, Heated Spa,
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Welcome to Casa Luna, a luxurious seaside residential resort nestled along the coastline just south of Seven Mile Beach. ...
From $1429 per night (USD)
VRBO
From $663 per night (USD)
VRBO
Conch Club 1 on Little Cayman. Recently renovated
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Well equipped and recently renovated. Little Cayman is renowned for the diving at Bloody Bay Wall and the peace and tra ...
From $663 per night (USD)
VRBO
From $574 per night (USD)
VRBO
Conch Club 4 on Little Cayman Island
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Recently renovated and very well appointed. Conch Club Condos are the most ppular rentals on Little Cayman Island. Close ...
From $574 per night (USD)
VRBO
From $4884 per night (USD)
VRBO
Barco A La Vista - Grand Cayman
Bedrooms:
7
Bathrooms:
7
Sleeps:
14
This stunning vacation home in the Grand Cayman Islands offers a luxurious waterfront escape with breathtaking ocean vie ...
From $4884 per night (USD)
VRBO
From $327 per night (USD)
VRBO
Central Cayman Retreat -Perfect for Holiday Season
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This large, airy and welcoming home offers a calming atmosphere perfect for guests looking to unwind and experience tran ...
From $327 per night (USD)
VRBO
From $1545 per night (USD)
Expedia
Beachcomber 40 by Grand Cayman Villas
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
PENTHOUSE LEVEL All Beachcomber condos are maintained to perfection with quality furnishings, gourmet appliances, and al ...
From $1545 per night (USD)
Expedia
From $474 per night (USD)
VRBO
Stunning 2 bedroom condo at Sunset Cove - Seven Mile beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Welcome to 205 Sunset Cove! This newly renovated second-floor oceanview condo is ideally located along the world-renown ...
From $474 per night (USD)
VRBO
From $4070 per night (USD)
VRBO
Please Inquire Before Booking – Luxury Villa
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
Summary: **Due to demand, availability must be confirmed prior to booking. Please message us before submitting a request ...
From $4070 per night (USD)
VRBO
From $8026 per night (USD)
VRBO
Please Inquire Before Booking – Luxury Villa
Bedrooms:
8
Bathrooms:
8
Sleeps:
24
Summary: **Due to demand, availability must be confirmed prior to booking. Please message us before submitting a request ...
From $8026 per night (USD)
VRBO
From $15005 per night (USD)
VRBO
Please Inquire Before Booking – Luxury Villa
Bedrooms:
14
Bathrooms:
13
Sleeps:
40
Summary: **Due to demand, availability must be confirmed prior to booking. Please message us before submitting a request ...
From $15005 per night (USD)
VRBO
From $8910 per night (USD)
VRBO
Please Inquire Before Booking – Luxury Villa
Bedrooms:
8
Bathrooms:
7
Sleeps:
22
Summary: **Due to demand, availability must be confirmed prior to booking. Please message us before submitting a request ...
From $8910 per night (USD)
VRBO
From $28306 per night (USD)
VRBO
Please Inquire Before Booking – Luxury Villa
Bedrooms:
31
Bathrooms:
29
Sleeps:
88
Summary: **Due to demand, availability must be confirmed prior to booking. Please message us before submitting a request ...
From $28306 per night (USD)
VRBO
From $7899 per night (USD)
VRBO
Please Inquire Before Booking – Luxury Villa
Bedrooms:
6
Bathrooms:
6
Sleeps:
18
Summary: **Due to demand, availability must be confirmed prior to booking. Please message us before submitting a request ...
From $7899 per night (USD)
VRBO
From $1556 per night (USD)
VRBO
Please Inquire Before Booking – Luxury Villa
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Summary: **Due to demand, availability must be confirmed prior to booking. Please message us before submitting a request ...
From $1556 per night (USD)
VRBO
From $674 per night (USD)
VRBO
Luxury Waterfront 3bed Penthouse w/Rooftop Terrace
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Summary: Luxury Waterfront 3 Bedroom Penthouse with Rooftop Terrace – Prime Seven Mile Beach Location Escape to paradis ...
From $674 per night (USD)
VRBO
From $401 per night (USD)
Expedia
Waterfront Island House #14, Rum Point, Beach, Pool, Bikes, Kayaks, Paddleboards
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Kai Time is an "Island House" townhome (#14) located in the tranquil Cayman Kai neighborhood on Grand Cayman's North Sid ...
From $401 per night (USD)
Expedia
From $731 per night (USD)
VRBO
Beachfront walkout with amazing patio & view
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
The ultimate beach paradise is literally right outside your door! Wake up with coffee and the sun rising over the sea. ...
From $731 per night (USD)
VRBO
From $947 per night (USD)
Expedia
Wyndham Reef Resort Beachfront 2B/2B Villa with 2 Twin Murphy Beds
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This beachfront villa offers relaxation at every turn. Take in the oceanic views from your balcony and settle in for dee ...
From $947 per night (USD)
Expedia
From $1007 per night (USD)
VRBO
Sandalwood Escape - Luxury Family Villa Private Pool
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Welcome to Sandalwood Escape, your private Caribbean retreat just steps from the soft white sands of Seven Mile Beach. T ...
From $1007 per night (USD)
VRBO
From $744 per night (USD)
Expedia
Harbour Heights #32 Seven Mile Beach, Newly Renovated Ground Floor Oceanfront Condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to Condo 32, a recently renovated 1,250-square-foot, ground-floor ocean view walkout, offering 2 bedrooms and 2 ...
From $744 per night (USD)
Expedia
From $814 per night (USD)
VRBO
Northern Lights # 9 Spacious 3 Bd/3+ Bath Beachfront on Snorklers Paradise
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Discover the beauty of North Side from this newly renovated and modern 3200sf beachfront 3-bedroom condo with pool. You ...
From $814 per night (USD)
VRBO
$\Kaibo Star\ for 2 : Cozy 1-BR beachfront condo with Pool in Kaibo / Rum Point !$
From $301 per night (USD)
Expedia
\"Kaibo Star\" for 2 : Cozy 1-BR beachfront condo with Pool in Kaibo / Rum Point !
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Beautiful Beachfront Oasis! Previously called " Kaibo No 4 " Perfect Romantic Getaway! A slice of Paradise in Kaibo/ ...
From $301 per night (USD)
Expedia
From $419 per night (USD)
VRBO
Kai Kotch: 2-Level Beach House on Bio Bay w/Free Kayaks & Communal Pool; Walk to
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to Kai Kotch, a 2-level townhome with comfortable, island-style furnishings in beautiful Cayman Kai. This locati ...
From $419 per night (USD)
VRBO
From $396 per night (USD)
Expedia
Chic beach front studio with fitness room, WiFi, king size bed and scenic patio
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This studio in Caymans is perfect for your escape to relaxation. With a fitness room, AC, and WiFi, guests can unwind in ...
From $396 per night (USD)
Expedia
From $6480 per night (USD)
VRBO
Pease Bay House Cayman Islands
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
The lower-level living area is furnished with a television, an upright piano, and offers walk-out access to the pool dec ...
From $6480 per night (USD)
VRBO
From $580 per night (USD)
Expedia
Executive Canal Front Residence
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to your very own beautiful island getaway, this Executive Residence has 2Bd 2.5 bathroom, spacious ground floor ...
From $580 per night (USD)
Expedia
From $435 per night (USD)
VRBO
Silver Reef 10-Luxury beachfront unit with rooftop terrace & outdoor kitchen!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Escape to Silver Reef #10, a serene 2-bedroom, 2-bathroom beachfront condo nestled in the tranquil community of Old Man ...
From $435 per night (USD)
VRBO
From $740 per night (USD)
VRBO
1st floor Condo w/balcony, on Seven Mile Beach!
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
Condo #30 is a two-story coastal retreat that promises breathtaking views and an unforgettable vacation experience. This ...
From $740 per night (USD)
VRBO
From $278 per night (USD)
VRBO
One bedroom apartment with WiFi, AC in awesome West Bay
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to Cassia Nivas – Your Perfect Home Away from Home! Discover the charm and comfort of Cassia Nivas, a beautiful ...
From $278 per night (USD)
VRBO
From $721 per night (USD)
Expedia
NO BIG TING - Beautiful Oceanfront Beach House, Snorkel Paradise w/ Private Pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
On entering No Big Ting you are immediately greeted with stunning views of the beautiful Caribbean Ocean. It's all abou ...
From $721 per night (USD)
Expedia
From $924 per night (USD)
VRBO
You'So Breezy: New Beach House w/ Pool, & Backyard Snorkeling! Next to Ocean Fro
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Welcome to You-so Breezy, a newly renovated 4-bedroom oceanfront villa, nestled near Gun Bay on the island's East End. T ...
From $924 per night (USD)
VRBO
From $4540 per night (USD)
VRBO
5 Bdr Oceanside Luxury Rental - Salt Aire
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Oceanside Privacy, Steps from the Shore Set along the quiet shoreline of Conch Pointe, Salt Aire offers uninterrupted s ...
From $4540 per night (USD)
VRBO
From $288 per night (USD)
VRBO
Kaibo Escape by Grand Cayman Villas and Condos
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to Kaibo Dreams, your little slice of paradise in the tranquil Cayman Kai neighborhood. Located directly on the ...
From $288 per night (USD)
VRBO
From $638 per night (USD)
Expedia
Stunning Ground Floor 2Bed, 2Bath Beach Condo with Breathtaking Sunset View
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
111 Sunset Cove - Set sail into serenity with our charming 2-bedroom, 2-bathroom retreat at Sunset Cove, featuring a del ...
From $638 per night (USD)
Expedia
From $360 per night (USD)
VRBO
Ocean views from 2 bed condo at the Blowholes
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Ocean Vista offers a serene location to unwind. Enjoy ocean views from both bedrooms and balconies and a front row seat ...
From $360 per night (USD)
VRBO
From $404 per night (USD)
VRBO
Charming 2-bdrm beachfront condo in serene Bodden Town, including a renter car!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Fully equipped prime, two-bedroom/two-bath beachfront condo at Seabreeze Villas in Bodden Town, Grand Cayman, right next ...
From $404 per night (USD)
VRBO
From $238 per night (USD)
VRBO
Ocean View Studio - #6
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Escape to this soothing studio in picturesque George Town. This cozy retreat offers a tranquil atmosphere perfect for un ...
From $238 per night (USD)
VRBO
From $244 per night (USD)
Expedia
Ocean View Studio - #8
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Where George Town ends and West Bay begins, Harbour View is situated in the best part of the island! We are within walki ...
From $244 per night (USD)
Expedia
From $385 per night (USD)
VRBO
Spacious 2-bedroom ocean view condo in enchanting Bodden Town, including a car!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Fully equipped two-bedroom/two-bath ocean view condo at Seabreeze Villas in Bodden Town, Grand Cayman, right next door t ...
From $385 per night (USD)
VRBO
From $400 per night (USD)
Expedia
Hideaway at Seagull #25 Condo
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: Welcome to Hideaway at Seagull #25 – Your Beachside Escape on Seven Mile Beach! Hideaway at Seagull #25 is a ne ...
From $400 per night (USD)
Expedia
$Regal Beach #122-Direct Ocean View-2 Bedroom-Pool- 7 Mile Beach\nPerfect Location$
From $568 per night (USD)
VRBO
Regal Beach #122-Direct Ocean View-2 Bedroom-Pool- 7 Mile Beach\nPerfect Location
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
NEW LISTING! ENJOY 20% OFF LAST MINUTE STAY -when you book just 14 days or less in advance! Don’t wait—this special off ...
From $568 per night (USD)
VRBO
From $546 per night (USD)
Expedia
Elegant Waterfront Escape, Palm Heights Retreat
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Unwind in our cozy and inviting unit—a tranquil retreat thoughtfully designed for both relaxation and island exploration ...
From $546 per night (USD)
Expedia
From $1004 per night (USD)
VRBO
Sunset Point - New Oceanfront Luxury 3 Bed Condo with Stunning Views and Diving
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Step into paradise at Sunset Point 37, a brand-new 3-bedroom, 3-bathroom luxury oceanfront condo on modern new developm ...
From $1004 per night (USD)
VRBO
From $529 per night (USD)
Expedia
Tranquil Villa with Ocean Views, Only Steps Away From Seven Mile Beach!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to our charming 2-bedroom, 2-bath villa on Grand Cayman's Seven Mile Beach. Each bedroom has a king bed, and bot ...
From $529 per night (USD)
Expedia
From $88 per night (USD)
VRBO
Morritt's Tortuga Club Studio Unit Friday Check-In
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This offer is for a 7 Night Stay only from Friday to Friday. All other requests cannot be accommodated. A beachside par ...
From $88 per night (USD)
VRBO
From $1587 per night (USD)
Expedia
Kai Cove: Stunning Beach House w/ Pool + Dock on Bio Bay
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Kai Cove is a newly renovated beachfront home within the exclusive Cayman Kai area near Rum Point. Blending beach house ...
From $1587 per night (USD)
Expedia
From $1271 per night (USD)
VRBO
Conch Point 223 by the Sea : Grand Cayman Villa, steps to Private Beach and Pool
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Conch Point by the Sea is located directly on beautiful Barkers Beach. Forget your worries and escape to bliss in this ...
From $1271 per night (USD)
VRBO
From $2142 per night (USD)
Expedia
Olympus Villa by Grand Cayman Villas
Bedrooms:
5
Bathrooms:
5
Sleeps:
12
Welcome to Olympus, a majestic contemporary estate masterfully designed and perfectly positioned on a private oceanfront ...
From $2142 per night (USD)
Expedia
From $733 per night (USD)
VRBO
Luxurious Penthouse Beach Condo at Spotts Beach
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Looking for a dreamy getaway? Our gorgeous penthouse on the shores of Cayman’s iconic Spotts Beach is just the place. Tu ...
From $733 per night (USD)
VRBO
From $1417 per night (USD)
Expedia
Yippee Kai Eh! @ Rum Point - A Villa with Heated Pool & Dock
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
YIPPEE KAI EH! is located on the island's Bioluminescent Bay in Cayman Kai merely a few steps from the Rum Point Club. ...
From $1417 per night (USD)
Expedia
From $300 per night (USD)
VRBO
Adorable 2-bedroom apartment with AC in East End, Grand Cayman
Bedrooms:
3
Bathrooms:
2
Sleeps:
2
This 2-bedroom apartment is perfect for your escape to East End. The space features 1 queen bed, heating, AC, an iron, a ...
From $300 per night (USD)
VRBO
From $250 per night (USD)
Expedia
Delightful 2-bedroom apartment with AC in East End
Bedrooms:
3
Bathrooms:
2
Sleeps:
2
Your East End adventure begins at this 2-bedroom apartment. This nice property features 1 queen bed, 3 bathrooms with a ...
From $250 per night (USD)
Expedia
From $1238 per night (USD)
VRBO
Rum Reef, 6 bedroom house in North Side, pool, private beach, kayaks, bikes.
Bedrooms:
5
Bathrooms:
6
Sleeps:
14
Rum Reef: a luxurious beachfront villa in the Cayman Islands Rum Reef is a spacious six-bedroom, five-bathroom villa l ...
From $1238 per night (USD)
VRBO
From $346 per night (USD)
Expedia
Morritt's Tortuga Club 1 BR LUXE Condo Sleeps 4
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: Morritt's Tortuga Club perks meet island adventure—three pools, hot tubs, tennis, mini golf, and daily activiti ...
From $346 per night (USD)
Expedia
From $1545 per night (USD)
VRBO
Silver Thatch House – Luxe Cayman Islands Beach Stay Near Dining & Shops
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Just 100 feet from the soft white sand of Seven Mile Beach, Silver Thatch House is a three-bedroom, three-bathroom villa ...
From $1545 per night (USD)
VRBO
From $612 per night (USD)
Expedia
Georgetown Villas #202 Oceanfront on 7 Mile Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Summary: BRAND NEW to the Short Term Rental Market! Accepting reservations for stays starting November 1, 2025. George ...
From $612 per night (USD)
Expedia
From $505 per night (USD)
VRBO
3 Bed Oceanview condo with beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Moon Bay is a quiet and peaceful spot to enjoy your family vacation. A 3 bedroom, oceanfront condo with spacious screene ...
From $505 per night (USD)
VRBO
From $356 per night (USD)
Expedia
New 2 bed townhome near Blowholes in East End
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
The development is brand new and has fantastic views of the ocean and the Blowholes area. The condo offers open plan liv ...
From $356 per night (USD)
Expedia
From $423 per night (USD)
VRBO
Marvelous 3-bedroom townhome with pool and ocean views in East End
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Share memories with your family in a newly built 3 bedroom townhome in East End just next to the Blowholes. With an open ...
From $423 per night (USD)
VRBO
From $589 per night (USD)
Expedia
Cayman Islands Famous Seven Mile Beach Oceanfront Sunset Cove #104 corner unit
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This unit is the northwest ground floor unit of Sunset Cove Condos on famous Seven Mile Beach. (Right on the Beach) It ...
From $589 per night (USD)
Expedia
From $671 per night (USD)
VRBO
Discovery Point Club #29 Beachfront Condo. Ground-Floor Walk-Out to Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
Step into your own slice of paradise at Condo 29, where effortless island living meets <b> unbeatable beachfront access ...
From $671 per night (USD)
VRBO
From $675 per night (USD)
Expedia
The Penthouse at The Cottages 2BR Oceanfront LUXE Condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Summary: New to the Vacation Rental Market / September 2025! The "PENTHOUSE AT THE COTTAGES" is a 2 Bedroom, 2.5 bath ...
From $675 per night (USD)
Expedia
From $222 per night (USD)
VRBO
Luxury 1Bbr 1Bath Condo in Westbay - Arza Hideaway
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to Arza Hideaway, your private island retreat in Grand Cayman. This elegant 1-bedroom condo blends modern comfor ...
From $222 per night (USD)
VRBO
From $984 per night (USD)
Expedia
3 bedroom condo with incredible seaviews and sunsets! Call Cayman Villas!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
This is a brand new listing with Cayman Villas, which is why there are no reviews for this property! The first 5 booking ...
From $984 per night (USD)
Expedia
From $616 per night (USD)
VRBO
Oceanfront Sunset Patio w/ BBQ + Pool, Gym & Spa
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to Sunset Point #29 — a brand-new 1-bedroom, 1.5-bath oceanfront condo in Grand Cayman’s quiet North West Point. ...
From $616 per night (USD)
VRBO
From $863 per night (USD)
Expedia
SeaDreams #1: Newly Built Oceanfront Condos w/Rooftop Lounge + Pool & Heated Spa
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
***Ground Floor Condo*** Welcome to SeaDreams #1! SeaDreams is Grand Cayman's newest boutique condo with panoramic tropi ...
From $863 per night (USD)
Expedia

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Results: 870 Rentals