Cayman Islands vacation rentals
Vacation rentals in Cayman Islands by owner — compare homes, condos and cabins, message verified hosts, and book direct with no service fees.
The Cayman Islands feature the iconic Seven Mile Beach, Stingray City sandbar, and the Queen Elizabeth II Botanic Park on Grand Cayman. Tourists come for scuba diving the Kittiwake wreck, exploring the Cayman Turtle Centre, and shopping in George Town. Houfy offers direct connections to local hosts in the Cayman Islands. Choose from beachside condos, oceanview villas, and cozy island cottages across Grand Cayman, Cayman Brac, and Little Cayman. Summer is calmer with fewer crowds, whereas winter brings ideal conditions for water sports enthusiasts.
Top-Rated Vacation Homes in Cayman Islands
Browse the highest rated vacation properties in Cayman Islands.
$3,217.11 USD total for 4 nights
Oct 10 – 14, 2026
Our family had an amazing stay at Plantana 35! From start to finish Ms. Fiona, our host was fantastic to us! She had wonderful communication leading up to our stay and throughout! She went above and beyond for us. The condo is beautiful and immaculate! It is perfectly decorated & well furnished. The view from the porch is so peaceful and relaxing. We cooked a few meals in the fully equipped kitchen. The in condo laundry is very helpful. The condo is in a great location. Very close to the Cost U Less and Fosters grocery. It’s just a short drive to the Turtle center and super close to many shops, restaurants and tours. The condo is just steps from the sandy beach and clear and peaceful water. The surrounding gardens are beautiful. There are plenty of chairs under the giant shade trees directly on beach. We loved snorkeling just off the beach with the fish and a sting ray! The children loved the calm, clear water. The hammock near the pool is super relaxing and they had floats and sand toys for the children to use. This section of 7M beach is wide and sandy. It felt very private and peaceful. We took lots of fun pics on the beach with the beautiful sunsets. We went on several excursions, but we really couldn’t wait to get back to the condo grounds to relax and enjoy the serenity. We had the perfect stay and can’t wait to return!
$2,142.00 USD total for 3 nights
Nov 21 – 24, 2026
We've been enjoying the Discovery Point Club for over 20 years--our first time to visit unit #43, and it was lovely! Nicely equipped, tastefully appointed and very comfortable -- thank you! We loved the L-shaped couch on the patio/porch--a much nicer layout than most units. Comfortable beds and nice bathrooms and kitchen. One word of caution for upcoming guests--be careful of the step from the kitchen to the living room--easy to miss, which two of us did. Maybe a colored (tasteful) strip? Thanks again for a beautiful place to stay on Seven Mile Beach. We'll be back!
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Why visit Cayman Islands
Discover what makes Cayman Islands a perfect vacation rental destination.
Stunning Seven Mile Beach
Renowned for crystal-clear water
Relax at Seven Mile Beach, consistently named one of the world's best. Located 10 minutes from George Town, it offers pristine sand and waters perfect for swimming.
Interact at Stingray City
Kiss a friendly stingray
Experience Stingray City, a sandbar 25 minutes by boat from Rum Point. Swim with southern stingrays that glide around you in knee-deep water.
Rum Point's Laid-Back Vibe
Chill with locals and tourists
Rum Point offers a more tranquil setting. Located in North Side, enjoy the Wreck Bar's famous mudslide cocktail and calm waters perfect for snorkeling.
World-Class Diving Spots
Explore underwater marvels
Discover marine life at Bloody Bay Wall, Little Cayman. This site, 45 minutes from Cayman Brac, provides divers a vertical drop filled with coral and fish.
Where to stay in Cayman Islands
The best areas and neighborhoods for your vacation rental in Cayman Islands.
George Town
George Town is the vibrant capital, home to a bustling harbor and landmarks like the Cayman Islands National Museum. It's perfect for shopping and sampling local cuisine.
Seven Mile Beach
This area is renowned for its luxurious resorts and pristine beaches. Visitors enjoy water sports, beachfront dining, and stunning sunsets.
West Bay
Located north of Seven Mile Beach, West Bay offers attractions like the Cayman Turtle Centre and Barker’s National Park. It's more laid-back, ideal for families and nature lovers.
Rum Point
Rum Point is known for its relaxed vibe and beautiful shorelines, with fewer crowds. It's a perfect spot for snorkeling and kayaking.
Find Cayman Islands vacation rentals that suit your style
Condos and more — pick the kind of Cayman Islands vacation rental you want, then book it direct with the host.
Cayman Islands vacation rentals with free WiFi, hot tub or air conditioning
Free WiFi, hot tub, air conditioning and more — every Cayman Islands vacation rental here is listed by a verified host and bookable direct, with the price the host set.
Top attractions in Cayman Islands
All within driving distance of Cayman Islands vacation rentals.
Seven Mile Beach
The beach is famed for its powdery sands and clear water, perfect for sunbathing or swimming. · 5 miles from George Town
Stingray City
Visitors can swim with and feed friendly stingrays at this unique sandbar. · 25 minutes by boat from Rum Point
Queen Elizabeth II Botanic Park
Experience the flora and fauna including the rare blue iguana. · 23 miles from George Town
Cayman Turtle Centre
Learn about the conservation of sea turtles and even swim with them. · 8 miles from George Town
Pedro St. James
Dubbed the 'Birthplace of Democracy,' it's an important historic site on the islands. · 6 miles from George Town
Mastic Trail
Walk through unspoiled tropical forest, observing Cayman’s unique biodiversity. · 19 miles from George Town
Best Time to Visit Cayman Islands
The Cayman Islands offer warm, sunny weather year-round. Best months to visit are March to June. Temperatures range from 73-88°F with pleasant breezes.
For lower prices and fewer crowds, September to November is the best time to book.
Direct with the host
Message the host before you book. Ask questions, confirm details, and deal with the person who owns the property.
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Itemised pricing
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More vacation rental destinations around Cayman Islands
Frequently asked questions
Quick answers about booking vacation rentals in Cayman Islands and what direct booking on Houfy actually means.
The peak season is December to April, offering dry weather and warm temperatures. For lower rates, consider visiting between May and November.
You can find a range of accommodations, including beachfront condos, luxury villas, and secluded cottages, mostly around Seven Mile Beach and Rum Point.
Yes, some rentals do allow pets. Check listings' pet policies on Houfy and contact hosts directly for specific details.
Rentals offer more privacy and space, while hotels provide more on-site amenities. Costs vary widely, with rentals often being more economical for groups.
West Bay and Rum Point are great for families, offering calm beaches, family-friendly activities, and easy access to attractions like the Cayman Turtle Centre.
Try the island's unique seafood, like conch fritters and turtle stew. Restaurants like Blue by Eric Ripert in Seven Mile Beach are renowned for gourmet dining.
Prices vary significantly, from budget-friendly condos starting around $150 per night to luxury beachfront villas exceeding $1,000 per night.
Houfy is a vacation rental platform that allows you to book directly with hosts. Guests pay the listed price.
Yes, Houfy offers secure transactions and direct communication with verified hosts, ensuring a safe and transparent booking experience.