Photo: Dominican Republic

  Cayman Island - Holiday Rentals in Cayman Island   


favorite_border  Shortlist
Cayman_Island Country: Cayman Island (207) |

Select your Dates and Guests for more accurate results.
location_on

today
group_add
tune Filters   

petspool wifi
   

location_on Region
Found 207 Cayman Island vacation rentals
2
Sleeps
1
Bedrooms
1
Baths
Villa-House
 
verified_user Book Online  
(€ 850  £ 733)
From
$ 945 /Week 
or $135 /night (Min Stay 3 nights)
 
verified_user Book Online  

highlight_off

George Town, Grand Cayman Cayman Island

(minimum stay 3 nights)
ac_unit Air Conditioning
Queen Room + Bath (Bluebell Room)
Bluebell Room is a comfortable room at the Addison & Lee Cayman Villa, it has a Queen size bed with memory foam mattress, spacious closet, TV, mini-fridge, full-size own bathroom outside the bed room not en-suite More information The space The Addison & Lee Cayman Villa is a newly renovated home in a quiet residential community close to all amenities. This gorgeous 7 bedroom home offers luxury and convenience during your stay in Grand Cayman, only steps away from the white sandy beaches of Seven Mile Beach and a 10 minute walk to the town of Camana Bay where you will find the finest restaurants, shops, a cinema, unique island attractions...perfect for business travellers, couples, families and small groups Amenities: AIR CONDITIONING INTERNET ACCESS PARKING SATELLITE TV WIFI ELDERLY ACCESSIBLE Suitabilities: ALL...

Booked      Available           highlight_off   
5/5
8
Sleeps
3
Bedrooms
3
Baths
pool
Villa-House
5/5 Reviews (36)
verified_user Book Online  
(€ 3,143  £ 2,710)
From
$ 3,493 /Week 
or $499 /night (Min Stay 3 nights)
5/5 Reviews (36)
verified_user Book Online  

highlight_off

North Side, Grand Cayman Cayman Island

(minimum stay 3 nights)
pool Swimming Pool
ac_unit Air Conditioning
Luxury Home near Rum Point w/ Beachfront Pool, Spectacular Views, # 5 Yellow
Ocean Paradise is perfectly located on the tranquil north side of Grand Cayman for those who prefer an almost secluded island retreat. Ocean Paradise offers luxury and relaxation in world-class vacation accommodations yet is conveniently located near world-famous Stingray City, Rum Point and Kaibo's restaurants, beaches and water sport activities. Bask on the white sand beach, enjoy the pool, swim and snorkel with a myriad of sea life, or simply lounge in your hammock snoozing away the day, while listening to the waves lapping just steps from your door. The ideal setting for families, couples and friends, each of the five 3,000 sq ft luxury villas offers 3 bedroom (plus den), 3 bathrooms, fully equipped kitchen, elegant finishings , high tech amenities, and provide the comforts, privacy and conveniences found in your own home . Breathtaking ocean views from each villa allow you to e...

Booked      Available           highlight_off   
5/5
5
Sleeps
2
Bedrooms
2
Baths
pool
Apartment
5/5 Reviews (1)
verified_user Book Online  
(€ 1,858  £ 1,602)
From
$ 2,065 /Week 
or $295 /night (Min Stay 5 nights)
5/5 Reviews (1)
verified_user Book Online  

highlight_off

George Town, Grand Cayman Cayman Island

(minimum stay 5 nights)
pool Swimming Pool
ac_unit Air Conditioning
Direct Beachfront Condo,quiet,with pool and tennis
Welcome to coral bay village, your beachfront paradise. Located right on a secluded beautiful white sand beach, close enough to georgetown and the airport for your convenience, but far enough to enjoy the quiet and beauty without the crowds and rowdiness of seven mile beach. For less than the price of a reasonable hotel room you can enjoy a two bedroom condo with a full kitchen and plenty of space, beautiful grounds and perfect beach. Relax on a lounge chair under a palm tree and listen to the gentle waves lapping on the virtually private beach. When looking for activity, grab your tennis racket and play a few games on our newly resurfaced tennis court, or take a dip in our pool. Adventure awaits right off our beach. Bring your snorkeling gear-snorkel right off our beach and see many different types of fish and coral, and sea turtles! Our reef protected area is a popular feeding groun...

Booked      Available           highlight_off   
4
Sleeps
2
Bedrooms
2
Baths
Apartment
 
verified_user Book Online  
(€ 406  $ 451)
From
£ 350 /Week 
or £50 /night (Min Stay 4 nights)
 
verified_user Book Online  

highlight_off

Bodden Town, Grand Cayman Cayman Island

(minimum stay 4 nights)
ac_unit Air Conditioning
Grand Cayman: large 2 bedroom,2 bedroom apartment with a sea view terrace
The 'Sunset paradise' apartment is a large two bedroom, two bathroom apartment with a wonderful sea view terrace located in the historic Bodden Town and just across the road from the beach. It's a perfect location in the middle of Grand Cayman island so you're within easy reach of Seven Mile beach or if you fancy a relaxing afternoon Rum Point is only 20 mins drive. We have 4 identical size apartments located in the same building and they have the same layout, size and apartment key features. The photos on the listing are from the ground floor apartment but the other apartments are very similar. It will be our pleasure to welcome you in one of our apartment APARTMENT KEY FEATURES: - modern,large and very light two bedroom apartment with 2 on-suite bathrooms - large sea view terrace overlooking the ocean just across the road - sleeps 4 people (queen size bed in bedroom one + 2 si...

Booked      Available           highlight_off   
6
Sleeps
2
Bedrooms
2
Baths
pool
Apartment
 
verified_user Book Online  
(€ 2,173  £ 1,874)
From
$ 2,415 /Week 
or $345 /night (Min Stay 2 nights)
 
verified_user Book Online  

highlight_off

Seven Mile Beach, Grand Cayman Cayman Island

(minimum stay 2 nights)
pool Swimming Pool
ac_unit Air Conditioning
At home on Seven Mile Beach
This apartment number 532 Regal Beach Club has been our home for the last 6 years, but due to a recent addition to the family, we have moved to something bigger. We are excited to offer it to you as a vacation rental to enjoy it just as much as we have. Fully renovated 3rd floor 2 Bedroom (1 King and full over full bunk beds), 2 bathroom (1 en-suite master). Pool and ocean views from the living room and patio. Centrally located on Seven Mile Beach, next door to the Marriott hotel and walking distance to EVERYTHING, including Camana Bay and many fantastic restaurants. The Complex is oceanfront and includes beach chairs, umbrellas, 2 swimming pools, whirlpool, tennis court, small gym and 2 barbeque grills. The gym has weights, treadmill and stationary bicycle. Free parking on the property. The unit has a fully equipped kitchen, standard television package (additional channels can be ...

Booked      Available           highlight_off   
0/5
7
Sleeps
3
Bedrooms
4
Baths
pool
Villa-House
0/5 Reviews (1)
verified_user Book Online  
(€ 1,732  £ 1,494)
From
$ 1,925 /Week 
or $275 /night (Min Stay 3 nights)
0/5 Reviews (1)
verified_user Book Online  

highlight_off

West Bay, Grand Cayman Cayman Island

(minimum stay 3 nights)
pool Swimming Pool
ac_unit Air Conditioning
Relax at Coconut Bay!
Whether you have come to relax, soak up the sunshine or enjoy spectacular diving, our island home is for you! It is a newly refurbished and spacious town house set over 3 floors in a small complex with two pools, a beach, dive station, ladder to access the ocean and some of the best shore diving on the island! Family friendly, Close to the beaches and shops what more could you need? The House: The first floor is brightly decorated and open plan with a modern kitchen, eating area, lounge with large flat screen TV and a patio opening out onto one of 2 pools at Coconut Bay. This is perfect for chilling out or grilling dinner on the BBQ. The second floor has a modern family bathroom, washer and dryer, 2 large bedrooms, one with queen size bed and en-suite bathroom the other has 2 twin beds. On the second floor is a large loft with a queen size bed, day bed, study area overlooking the pool....

Booked      Available           highlight_off   
5/5
8
Sleeps
3
Bedrooms
2
Baths
pool
Condo
5/5 Reviews (4)
verified_user Book Online  
(€ 2,520  £ 2,173)
From
$ 2,800 /Week 
or $400 /night (Min Stay 3 nights)
5/5 Reviews (4)
verified_user Book Online  

highlight_off

Seven Mile Beach, Grand Cayman Cayman Island

(minimum stay 3 nights)
pool Swimming Pool
ac_unit Air Conditioning
Right on Seven Mile Beach 3 Bed 2 Bath Condo Cayman Reef Resort #58 Grand Cayman
New to the rental pool and just steps away from the world famous Seven Mile Beach. This is one of the worlds most spectacular stretches of white sand beaches. Cayman Reef Resort is the place to be to kick back, relax and soak up the sun. Grand Cayman is the safest Island in the Caribbean. The resort is centrally located and close to all the action. You can be a active or lazy as you wish. With snorkeling right off our gorgeous beach in front of our condo. To Jet Skiing, Paddle Boarding, Para Sailing, Banana Boating and much more just steps away, you have it all. World renowned for it's first class Scuba Diving, Grand Cayman is popular with enthusiasts from every corner of the globe. Don't forget to book a trip to Sting-Ray City to swim with and feed these amazingly friendly creatures. An experience you will never forget Most tour operators will pick you up and drop you off right in fro...

Booked      Available           highlight_off   
7
Sleeps
2
Bedrooms
2
Baths
pool
Apartment
 
verified_user Book Online  
(€ 1,814  £ 1,564)
From
$ 2,016 /Week 
or $288 /night (Min Stay 3 nights)
 
verified_user Book Online  

highlight_off

Seven Mile Beach, Grand Cayman Cayman Island

(minimum stay 3 nights)
pool Swimming Pool
ac_unit Air Conditioning
Beautiful 7 Mile Beach Oceanfront Condo
Beautiful sunsets over a serene crystal blue ocean, Tranquility on a sun drenched tropical island, Caribbean living in a private island home, Snorkeling with corals and fish in a clear warm ocean, Peace, Quiet with Convenience and Connectivity. Our Georgetown Villas home has it all! Two bedrooms, two baths located on 7 Mile Beach, just ranked #1 Best Beach in the world the by US News and World Reports. Fully equipped kitchen and dining arrangements for everything from a romantic candlelight dinner to a dinner party of 8. Quiet property with secluded beach, tennis court, ocean side pool yet within walking distance of restaurants, shops and services of all kinds. Free Fiber Optic WIFI, 60" full HDTV and local cell phone Thinking about staying on the North Shore or East End to get away from it all but want access to everything Georgetown and Seven Mile Beach has to offer without ...

Booked      Available           highlight_off   
5/5
10
Sleeps
4
Bedrooms
4
Baths
pool
Condo
5/5 Reviews (9)
verified_user Book Online  
(€ 6,293  £ 5,426)
From
$ 6,993 /Week 
or $999 /night (Min Stay 3 nights)
5/5 Reviews (9)
verified_user Book Online  

highlight_off

West Bay, Grand Cayman Cayman Island

(minimum stay 3 nights)
pool Swimming Pool
ac_unit Air Conditioning
4BR on the Pool at Boggy Sands Club, Seven Mile Beach.
4 Bedrooms, 4 Bathrooms, Sleeps 10 (King Size, King, Full & Full and 2 Bunk Beds to sleep 4 kids). 2500 Sq feet of Luxury living with private balconies off the living room and master bedroom over looking the pool and pavilion. 100 Feet from Seven Mile Beach via a Private Beach Access. Luxury condos on historic Boggy Sand Road. At night you can hear the waves breaking on Boggy Sand Beach, the most secluded part of Seven Mile Beach. Spacious with open plan kitchen, dining area and living room leading onto a very large balcony. The Master bedroom also leads onto a private Balcony so that guests can enjoy some private space outside. The Master has a Full Bathroom with Rain Shower and stand-alone bathtub. 2nd Bedroom with a luxurious King bed and en-suite. 3rd Bedroom is set up for 4 kids with 2 bunk beds and en-suite. 4th Bedroom is has 2 Full beds, entertainment centre and bathroom ...

Booked      Available           highlight_off   
4/5
7
Sleeps
2
Bedrooms
2
Baths
pool
Apartment
4/5 Reviews (5)
verified_user Book Online  
(€ 1,254  £ 1,081)
From
$ 1,393 /Week 
or $199 /night (Min Stay 2 nights)
4/5 Reviews (5)
verified_user Book Online  

highlight_off

Seven Mile Beach, Grand Cayman Cayman Island

(minimum stay 2 nights)
pool Swimming Pool
ac_unit Air Conditioning
Great Location & Value! 7mile Beach Condo next to *NEW* Margaritaville Resort
Beachfront condominiums, right next to the New Margaritaville Resort. You do not need to cross the road to get to the beach as the condos are on the beach side. The unit is on the ground floor and has a garden view. It is not facing the beach however a 2 minute walk to the beach and NO HASSLE of having to go up and down any stairs! Sleeps 4 people comfortably (two couples) and can sleep up to 7 people as there is a sofa bed on the living room that can sleep up to 2 people and a sofa/couch that can sleep one person. From the front door, the beach is about a 2 minute walk, equipped with beach loungers and umbrellas COMPLIMENTARY for you to use and an outdoor shower. The pool bar is also 25 feet from the front door called "5 O'clock somewhere". Cayman's largest pool with a beautiful waterfall feature, mini lazy river, hot tub, outdoor communal BBQ/picnic area, kiddie pool. Walking distan...

Booked      Available           highlight_off   
5/5
4
Sleeps
2
Bedrooms
2
Baths
pool
Apartment
5/5 Reviews (10)
verified_user Book Online  
(€ 1,884  £ 1,624)
From
$ 2,093 /Week 
or $299 /night (Min Stay 3 nights)
5/5 Reviews (10)
verified_user Book Online  

highlight_off

Seven Mile Beach, Grand Cayman Cayman Island

(minimum stay 3 nights)
pool Swimming Pool
ac_unit Air Conditioning
Ocean Views Long Sunsets 25 steps to water Ground Floor, pool outside front door
Great 2/BR. 2/Bath ground floor 2000 sq. ft. villa on Seven Mile Beach located walking distance from down town shopping , next door to "The Wharf" (one of the finest restaurants on the island) supermarket and of course only 80ft from the ocean. The villa is centrally air conditioned with ceiling fans in every room and has a porch facing the ocean. There is a dining area for six and a breakfast nook on the porch. Enjoy the best snorkeling on 7 Mile Beach at the shipwreck right outside your back door. The villa is furnished with the highest standard in the Plantation style. The open plan kitchen includes all amenities. Linens, beach towels,washer, dryer, iron, ironing board and blow dryers are provided.The complex is mostly occupied by owners who work. Which makes this a quite complex with no worries about noise at the pool. The main attraction on the island is the water sport activites...

Booked      Available           highlight_off   
5/5
8
Sleeps
3
Bedrooms
5
Baths
pool
Villa-House
5/5 Reviews (7)
verified_user Book Online  
(€ 2,199  £ 1,896)
From
$ 2,443 /Week 
or $349 /night (Min Stay 3 nights)
5/5 Reviews (7)
verified_user Book Online  

highlight_off

Cayman Brac, Cayman Brac Cayman Island

(minimum stay 3 nights)
pool Swimming Pool
ac_unit Air Conditioning
?Everything about this place is first class!? 3 King Bed Beachfront Villa
Imagine waking up to the beautiful palm tree and ocean views of Coral Beach Villa in Bamboo Bay, Cayman Brac. The sun, surf, and natural beauty of Cayman Brac will delight your senses and rejuvenate your soul. Cayman Brac is a short 30 minute flight from Grand Cayman, but a world away from the traffic and crowds of the main island. The villa comfortably sleeps 8 in 3 king bed master bedrooms, each with a separate ensuite bathroom. For maximum privacy, the bedrooms radiate out from the central living space. If you need more room for additional family members or friends, simply add the adjacent one bedroom cottage for 1-4 more guests. Inquire re: rates. Unlike other properties on Cayman Brac, our cottage is NOT rented separately from the main villa, guaranteeing complete privacy for guests. At Coral Beach Villa you can count on exclusive access to all the villa amenities, including the poo...

Booked      Available           highlight_off   
5/5
17
Sleeps
6
Bedrooms
5
Baths
pool
Villa-House
5/5 Reviews (1)
verified_user Book Online  
(€ 17,009  £ 14,665)
From
$ 18,900 /Week 
or $2,700 /night (Min Stay 5 nights)
5/5 Reviews (1)
verified_user Book Online  

highlight_off

George Town, Grand Cayman Cayman Island

(minimum stay 5 nights)
pool Swimming Pool
ac_unit Air Conditioning
Majestic Luxury Private Home On Seven Mile Beach
Full time manager on property at your disposal. Located in the heart of Seven Mile Beach, where the beach is expansive and breathtaking, and the water is clear and beautiful. No other house of this size is available for rent on this stunning and prestigious stretch of Cayman sand. This is an unbelievable house on this celebrated seafront. This remarkable house boasts 3 spacious floors with king-sized bedrooms on each floor, all facing the ocean and 4 of the 7 sleeping areas are master suites. The ground floor has a large kitchen and dining room with formal sitting area and glorious walk out right on to SMB. Beach lovers will revel in the covered patio with spray hoses for fresh water rinses after a swim in the sea or walk on the beach, tiki huts on the beach and plenty of lounge chairs. The gentle surf and beach that graces the villa property is all white sand and perfect for small...

Booked      Available           highlight_off   
5/5
4
Sleeps
2
Bedrooms
2
Baths
Apartment
5/5 Reviews (5)
verified_user Book Online  
(€ 630  £ 543)
From
$ 700 /Week 
or $100 /night (Min Stay 3 nights)
5/5 Reviews (5)
verified_user Book Online  

highlight_off

Bodden Town, Grand Cayman Cayman Island

(minimum stay 3 nights)
ac_unit Air Conditioning
Suncoast # 4
Located on the South Coast of Grand Cayman, we offer fully furnished 2 Bedroom, 2 Bathroom apartments directly across the road from all the Caribbean has to offer. Rent a car and you have full, easy access to all Grand Cayman has to offer. We offer modern conveniences coupled with quiet seclusion, far from the madding crowd. 15 minutes to Seven Mile Beach and 15 minutes to Rum Point with an abundance of small beaches, restaurants, and water sports just moments away. The reef is about 100 meters off shore with great snorkeling (gear provided), kayaking (kayak provided) and wind surfing. With a picnic table and BBQ on the beach, what could be finer? Oh, yeah! Compare our rates! Amenities: BBQ IRON KETTLE SHARED YARD AREA WATERSPORTS NEAR DSC SHORT RENTAL FRIDGE AIR CONDITIONING BALCONY TERRACE DRYER DISHWASHER DVD FREEZER<...

Booked      Available           highlight_off   
5/5
6
Sleeps
2
Bedrooms
2
Baths
pool
Condo
5/5 Reviews (17)
verified_user Book Online  
(€ 1,890  £ 1,629)
From
$ 2,100 /Week 
or $300 /night (Min Stay 3 nights)
5/5 Reviews (17)
verified_user Book Online  

highlight_off

Seven Mile Beach, Grand Cayman Cayman Island

(minimum stay 3 nights)
pool Swimming Pool
ac_unit Air Conditioning
Beach condo with sunset view
This recently renovated top floor unit offers stunning views of both the Caribbean Sea from your substantial private balcony and the pool area from the balcony or the side window. This unit has been professionally finished with luxury and elegance, including therapeutic walk-in shower, high end appliances and zoned air conditioning. The modern kitchen has stone counters, wood cabinetry, professional series Frigidaire kitchen appliances. Includes induction stove, french door refrigerator with water filter and ice maker, dishwasher, Nespresso coffee machine, toaster, electric kettle and all the cookware necessary to make a gourmet meal. We provide towels, beach towels, extra pillows and linens, shampoo and soap. The unit has been decked out with a great entertainment system including a 60" flat screen television, sound system, fiber optic cable / internet circuit with HD and premium cha...

Booked      Available           highlight_off   
5/5
3
Sleeps
1
Bedrooms
1
Baths
Cottage
5/5 Reviews (27)
verified_user Book Online  
(€ 945  £ 815)
From
$ 1,050 /Week 
or $150 /night (Min Stay 5 nights)
5/5 Reviews (27)
verified_user Book Online  

highlight_off

Cayman Brac, Cayman Brac Cayman Island

(minimum stay 5 nights)
ac_unit Air Conditioning
CAYMAN COTTAGE - on the "Golden Mile" fabulous, sandy beach with great swimming!
This Caribbean guest home has the best location on the Brac and is the ONLY private rental home in this area. The "Golden Mile" is the ONLY area on Cayman Brac with Reef protection providing a calm lagoon. The beaches in this south side area are the only ones that do not have Iron shore on the Island. The Cottage is located on the grounds of the resident owner and is within walking distance to Resorts, restaurants, bars, gift shops and car rental agencies. The area is on the windward side of the Island and the Cottage's peaceful surroundings offer secluded rest and relaxation with cooling breezes. Guests say we have "the best beach on the Island!" There is a 13% tourist tax that must be paid to the owner upon arrival in US cash for submission to the Government. Amenities: BBQ IRON PRIVATE YARD SHARED YARD AREA FISHING NEAR AREA WATERSPORTS NEAR...

Booked      Available           highlight_off   
2
Sleeps
1
Bedrooms
1
Baths
pool
Villa-House
 
verified_user Book Online  
(€ 1,165  £ 1,005)
From
$ 1,295 /Week 
or $185 /night (Min Stay 3 nights)
 
verified_user Book Online  

highlight_off

George Town, Grand Cayman Cayman Island

(minimum stay 3 nights)
pool Swimming Pool
ac_unit Air Conditioning
Queen Suite Deluxe ( Iris Room)
The Iris Room (Queen Suite Deluxe) is a newly renovated room with a Queen size bed, full size en-suite bathroom, sitting area with sofa, TV and mini fridge. French doors open to pool and deck area. The Iris Room is one of seven bedrooms at the Addison & Lee Villa, a newly renovated, in a quiet residential community close to all amenities. More information The space Addison & Lee Cayman Villa is a gorgeous 7 bedroom home offers luxury and convenience during your stay in Grand Cayman, only steps away from the white sandy beaches of Seven Mile Beach and a 10 minute walk to the town of Camana Bay where you will find the finest restaurants shops, a cinema, unique island attractions... perfect for business travelers, couples, families and small groups Amenities: AIR CONDITIONING INTERNET ACCESS PARKING SATELLITE TV WIFI ELDERLY ACCESSIBLE Suitabili...

Booked      Available           highlight_off   
4
Sleeps
1
Bedrooms
1
Baths
Villa-House
 
verified_user Book Online  
(€ 1,165  £ 1,005)
From
$ 1,295 /Week 
or $185 /night (Min Stay 3 nights)
 
verified_user Book Online  

highlight_off

George Town, Grand Cayman Cayman Island

(minimum stay 3 nights)
ac_unit Air Conditioning
Queen Suite (Daffodil Room )
Daffodil (Queen Suite ) is a tastefully decorated Room in the newly renovated Addison & Lee Villa. The Daffodil room has a Queen size bed, full-size en-suite bathroom, walk-in closet, sitting area, sofa bed,TV, mini-fridge. It accommodates 2 adults +1 Child. More information The villa is steps away from Seven Mile Beach and Camana Bay, and only 15 minute walk to downtown George Town. The space The Addison & Lee Cayman Villa is a newly renovated home in a quiet residential community close to all amenities. This gorgeous 7 bedroom home offers luxury and convenience during your stay in Grand Cayman, only steps away from the white sandy beaches of Seven Mile Beach and a 10 minute walk to the town of Camana Bay where you will find the finest restaurants, shops, a cinema, unique island attractions...perfect for business travellers, couples, families and small groups Amenities: <...

Booked      Available           highlight_off   
5/5
14
Sleeps
6
Bedrooms
6
Baths
Villa-House
5/5 Reviews (2)
verified_user Book Online  
(€ 6,614  £ 5,703)
From
$ 7,350 /Week 
or $1,050 /night (Min Stay 3 nights)
5/5 Reviews (2)
verified_user Book Online  

highlight_off

George Town, Grand Cayman Cayman Island

(minimum stay 3 nights)
ac_unit Air Conditioning
Addison & Lee Cayman Villa
Addison & Lee Cayman Villa is a newly renovated, over 4,600 square-foot villa, in a quiet residential community close to all amenities. This gorgeous 7 bedroom home offers luxury and convenience during your stay on Grand Cayman. The Villa is located steps away from the white sandy beaches of Seven Mile Beach and a 10 minute walk to the town of Camana Bay where you will find the finest restaurants, shops, a cinema, unique island attractions such as the Observation Tower or just have a stroll through the beautifully landscaped town. There are shops, hotel and restaurants across the street from the villa and downtown George Town is just a 15 minute walk away. The villa has central air conditioning and is fully furnished with 6 bedrooms, a large living room, breakfast room, screened-in-porch, and lovely deck and pool. Each room is named after a beautiful flower and is secured by a smart ke...

Booked      Available           highlight_off   
8
Sleeps
3
Bedrooms
3
Baths
pool
Villa-House
 
verified_user Book Online  
(€ 2,513  £ 2,167)
From
$ 2,793 /Week 
or $399 /night (Min Stay 3 nights)
 
verified_user Book Online  

highlight_off

North Side, Grand Cayman Cayman Island

(minimum stay 3 nights)
pool Swimming Pool
ac_unit Air Conditioning
Luxury Home near Rum Point w/ Beachfront Pool, Spectacular Views, # 2 Peach
Ocean Paradise is perfectly located on the tranquil north side of Grand Cayman for those who prefer an almost secluded island retreat. Ocean Paradise offers luxury and relaxation in world-class vacation accommodations yet is conveniently located near world-famous Stingray City, Rum Point and Kaibo's restaurants, beaches and water sport activities. Bask on the white sand beach, enjoy the pool, swim and snorkel with a myriad of sea life, or simply lounge in your hammock snoozing away the day, while listening to the waves lapping just steps from your door. The ideal setting for families, couples and friends, each of the five 3,000 sq ft luxury villas offers 3 bedroom (plus den), 3 bathrooms, fully equipped kitchen, elegant finishings , high tech amenities, and provide the comforts, privacy and conveniences found in your own home . Breathtaking ocean views from each villa allow you to e...

Booked      Available           highlight_off   
2
Sleeps
1
Bedrooms
1
Baths
pool
Villa-House
 
verified_user Book Online  
(€ 1,165  £ 1,005)
From
$ 1,295 /Week 
or $185 /night (Min Stay 3 nights)
 
verified_user Book Online  

highlight_off

George Town, Grand Cayman Cayman Island

(minimum stay 3 nights)
pool Swimming Pool
ac_unit Air Conditioning
Queen Suite Deluxe + Kitchen (Marigold Room)
Marigold (Queen Suite Deluxe + Kitchen) is a newly renovated room in the Addison and Lee Villa with a Queen size bed, full size en-suite bathroom, a sitting area with sofa with big screen TV and kitchenette. It has doors open to the pool and deck area. This room can accommodate up a maximum of 2 adults ( no children) More information The space The Addison & Lee Cayman Villa is a newly renovated home in a quiet residential community close to all amenities. This gorgeous 7 bedroom home offers luxury and convenience during your stay in Grand Cayman, only steps away from the white sandy beaches of Seven Mile Beach and a 10 minute walk to the town of Camana Bay where you will find the finest restaurants, shops, a cinema, unique island attractions...perfect for business travellers, couples, families and small groups Amenities: AIR CONDITIONING INTERNET ACCESS PARKING<...

Booked      Available           highlight_off   
5/5
8
Sleeps
3
Bedrooms
3
Baths
pool
Villa-House
5/5 Reviews (1)
verified_user Book Online  
(€ 2,513  £ 2,167)
From
$ 2,793 /Week 
or $399 /night (Min Stay 3 nights)
5/5 Reviews (1)
verified_user Book Online  

highlight_off

North Side, Grand Cayman Cayman Island

(minimum stay 3 nights)
pool Swimming Pool
ac_unit Air Conditioning
Luxury Home near Rum Point w/ Beachfront Pool, Spectacular Views, # 3 Blue
Ocean Paradise is perfectly located on the tranquil north side of Grand Cayman for those who prefer an almost secluded island retreat. Ocean Paradise offers luxury and relaxation in world-class vacation accommodations yet is conveniently located near world-famous Stingray City, Rum Point and Kaibo's restaurants, beaches and water sport activities. Bask on the white sand beach, enjoy the pool, swim and snorkel with a myriad of sea life, or simply lounge in your hammock snoozing away the day, while listening to the waves lapping just steps from your door. The ideal setting for families, couples and friends, each of the five 3,000 sq ft luxury villas offers 3 bedroom (plus den), 3 bathrooms, fully equipped kitchen, elegant finishings , high tech amenities, and provide the comforts, privacy and conveniences found in your own home . Breathtaking ocean views from each villa allow you to e...

Booked      Available           highlight_off   
4
Sleeps
1
Bedrooms
1
Baths
pets
Apartment
 
verified_user Book Online  
(€ 2,835  £ 2,444)
From
$ 3,150 /Week 
or $450 /night (Min Stay 1 night)
 
verified_user Book Online  

highlight_off

West Bay, Grand Cayman Cayman Island

(minimum stay 1 night)
pets Pets Allowed
ac_unit Air Conditioning
N503
Sea-View Studio in Luxury Resort Tower, Full Complement of Amenities & Private Balcony Property Description This luxe Seafire Residences studio presents an elegant getaway for choosy couples. Here, the interior design?s beauty rivals that of the Caribbean (which is on full display from your private, 5th-floor balcony!). Inside and out, this stunning studio is a feast for the eyes in Grand Cayman. Carrara marble in the kitchen and bath is just the beginning. Every design detail is carefully considered: built-in nightstands and bookshelf surround the king-size bed, and a click of a button slides the flat-screen TV into the footbed cabinet. A second flat-screen is mounted to the wall in front of the sofa; the sofa itself unfolds into a queen-size bed to sleep extra guests. A nearby chaise lounge in the living space sits before a floor-to-ceiling view of the sea. Crack open that book yo...

Booked      Available           highlight_off   
8
Sleeps
3
Bedrooms
4
Baths
pets
Apartment
 
verified_user Book Online  
(€ 9,449  £ 8,147)
From
$ 10,500 /Week 
or $1,500 /night (Min Stay 5 nights)
 
verified_user Book Online  

highlight_off

West Bay, Grand Cayman Cayman Island

(minimum stay 5 nights)
pets Pets Allowed
ac_unit Air Conditioning
N401
3BR on Seven Mile Beach with Breezy Indoor-Outdoor Living & Multiple Balconies ?Choose this airy and luxurious getaway and come out on top?quite literally. This three-bedoom, three-and-half-bath unit is the highest of its kind in the North Tower. You?ll be treated to birds-eye views not just of the sea, but across the island and North Sound. For those who love to vacation with a postcard-perfect backdrop, there is no better option. But its tip-top location is not the only way this unit stands apart. Its modern, all-white kitchen is a favorite amongst travelers with refined taste. Sleek marble and chic wooden bar seating provides high-end ambiance for even the most casual of homemade meals, and a designer driftwood dining area provides a setting for gourmet at-home dinners. Afterwards, retire to the living area for movie night in front of the flat-screen TV. Feel the sea breeze e...

Booked      Available           highlight_off   
8
Sleeps
3
Bedrooms
4
Baths
Apartment
 
verified_user Book Online  
(€ 9,449  £ 8,147)
From
$ 10,500 /Week 
or $1,500 /night (Min Stay 5 nights)
 
verified_user Book Online  

highlight_off

West Bay, Grand Cayman Cayman Island

(minimum stay 5 nights)
ac_unit Air Conditioning
S301
3BR Sea-View Resort Villa Featuring a Custom Kitchen + Convertible Oceanfront Terrace Modern design meets ?the timeless beauty of Seven Mile Beach at this three-bedroom, three-bath, 2,944 sq. ft. condo at the Residences at Seafire. With walls of sliding glass, this 3rd-floor unit presents an unforgettable view of the sea and Seven Mile Beach. The Residences at Seafire combines the resort lifestyle with the comforts of your own private residence. After a day in the sun, take a luxurious shower at home (every bedroom has its own ensuite) or a dip in one of the Kimpton Seafire Resort + Spa's glittering swimming pools. Rather not leave your sea-view nest for dinner? No problem. Choose between room service delivery, optional personal chef services, or preparing your own culinary creations in your own kitchen. Speaking of the kitchen: this spacious social hub is a dream for home chefs, w...

Booked      Available           highlight_off   
4
Sleeps
1
Bedrooms
1
Baths
pets
Condo
 
verified_user Book Online  
(€ 2,835  £ 2,444)
From
$ 3,150 /Week 
or $450 /night (Min Stay 1 night)
 
verified_user Book Online  

highlight_off

West Bay, Grand Cayman Cayman Island

(minimum stay 1 night)
pets Pets Allowed
ac_unit Air Conditioning
S303
Sea-View Studio in Luxury Resort Tower, Full Complement of Amenities & Private Balcony Let?s keep this simple: just you, your loved ones, and the shimmering blue Caribbean. When you escape to this South Tower studio residence at The Residences at Seafire, life is as easy as it is enjoyable. Glimpse the sandy expanse of Seven Mile Beach from your open-air balcony. Inside, a minimalist space inspires pure rest and relaxation following a day in the sun. While you're at it, take your pick from a whole host of resort amenities?from complimentary concierge to evening wine receptions, with dips in the resort-style pools and strolls on the beach in between. Here, you won?t have to spend a minute wondering how to spend your stay. Ten foot ceilings and abundant natural light make this intimate, studio-style space for up to four guests feel large and airy. Yawn awake each morning in your kin...

Booked      Available           highlight_off   
10
Sleeps
4
Bedrooms
4
Baths
pets
pool
Condo
 
verified_user Book Online  
(€ 5,663  £ 4,883)
From
$ 6,293 /Week 
or $899 /night (Min Stay 3 nights)
 
verified_user Book Online  

highlight_off

Seven Mile Beach, Grand Cayman Cayman Island

(minimum stay 3 nights)
pool Swimming Pool
pets Pets Allowed
ac_unit Air Conditioning
4BR Seven Mile Beach - Boggy Sands - Parrot Penthouse (P3)
Parrot Penthouse 4 Bedrooms, 4 Bathrooms, Sleeps 10 (King Size, Queen, Twin & Twin and 2 Bunk Beds for the kids). 2500 Sq feet of Luxury living with private balconies off the living room and master bedroom over looking the pool and pavilion. 100 Feet from Seven Mile Beach via a Private Beach Access. Luxury condos on historic Boggy Sand Road. At night you can hear the waves breaking on Boggy Sand Beach, the most secluded part of Seven Mile Beach. Spacious with open plan kitchen, dining area and living room leading onto a very large balcony. The Master bedroom also leads onto a private Balcony so that guests can enjoy some private space outside. The Master has a Full Bathroom with Rain Shower and stand-alone bathtub. 2nd Bedroom with a luxurious queen bed and en-suite. 3rd Bedroom has 2 Twin beds and en-suite. 4th Bedroom is set up for kids with 2 bunk beds, entertainment centre and ...

Booked      Available           highlight_off   
4
Sleeps
2
Bedrooms
1
Baths
pets
pool
Apartment
 
verified_user Book Online  
(€ 693  £ 597)
From
$ 770 /Week 
or $110 /night (Min Stay 2 nights)
 
verified_user Book Online  

highlight_off

West Bay, Grand Cayman Cayman Island

(minimum stay 2 nights)
pool Swimming Pool
pets Pets Allowed
ac_unit Air Conditioning
Rocky Shore Villas
Welcome to Rocky Shore Villas, a true getaway in the heart of West Bay. Here you will find your own piece of rural Grand Cayman, in close proximity to Cobalt Coast resort, Ironshore walk and Barker?s National Park Rocky Shore Villas comprise of seven separate properties, plus the host?s home and welcomes independent, respectful, tidy and friendly tenants. The grounds, parking and pool area are available for all residents? use and enjoyment. The properties range from studio apartments to cottages to family-friendly duplexes. Rocky Shore Villas pride themselves on providing affordable rentals in West Bay, come and visit us to see for yourself. Each unit is equipped with their own kitchenette or full kitchen. Cleaning service is provided, a shared laundry facility is available. Large garden, pool and BBQ available., , Your Hosts can also assist you in organizing or recommending excursio...

Booked      Available           highlight_off   
6
Sleeps
3
Bedrooms
3
Baths
pool
Condo
 
verified_user Book Online  
(€ 8,504  £ 7,332)
From
$ 9,450 /Week 
or $1,350 /night (Min Stay 1 night)
 
verified_user Book Online  

highlight_off

Seven Mile Beach, Grand Cayman Cayman Island

(minimum stay 1 night)
pool Swimming Pool
ac_unit Air Conditioning
3 bedroom 3 bath beachfront fully stocked kitchen
2200 square feet 3 bedroom 3 full bathrooms full kitchen and laundry room . Outdoor pool two Jacuzzis multiple barbecue grills. Directly across the street from grocery store if needed with restaurants in walking distance with doctors office across the road if needed. Restaurants and nightlife in walking distance . Amenities: BBQ BOAT IRON JACUZZI PRIVATE YARD SECURE PARKING SHARED OUTDOOR POOL UNHEATED AREA FISHING NEAR AREA GOLF NEAR AREA HORSE RIDING NEARBY AREA WATERSPORTS NEAR FRIDGE AIR CONDITIONING BALCONY TERRACE DRYER DISHWASHER DVD GYM INTERNET ACCESS LINENS PROVIDED TOWELS PROVIDED MICROWAVE PARKING STAFF SAFE SATELLITE TV TOASTER TV WASHING MACHINE WIFI STOVE STEREO WHEELCHAIR ACCESSIBLE ELDERLY ACCESSIBLE PATIO CEILING FA...

Booked      Available           highlight_off   
4/5
8
Sleeps
3
Bedrooms
3
Baths
Villa-House
4/5 Reviews (4)
verified_user Book Online  
(€ 2,513  £ 2,167)
From
$ 2,793 /Week 
or $399 /night (Min Stay 3 nights)
4/5 Reviews (4)
verified_user Book Online  

highlight_off

North Side, Grand Cayman Cayman Island

(minimum stay 3 nights)
ac_unit Air Conditioning
Luxury Home near Rum Point w/ Beachfront Pool, Spectacular Views, # 1 Cream
Perfectly located on the tranquil north side of Grand Cayman for those who prefer an almost secluded island retreat, Ocean Paradise offers luxury and relaxation in world-class vacation accommodations yet is conveniently located near world-famous Stingray City, Rum Point and Kaibo's restaurants, beaches and water sport activities. Bask on the white sand beach, enjoy the pool, swim and snorkel with a myriad of sea life, or simply lounge in your hammock snoozing away the day, while listening to the waves lapping just steps from your door. The ideal setting for families, couples and friends, our 3,000 sq ft luxury Home offers 3 bedroom (plus den), 3 bathrooms, fully equipped kitchen, elegant finishing's , high tech amenities, and provide the comforts, privacy and conveniences found in your own home . Breathtaking ocean views from the Home allow you to enjoy the ocean's many moods fro...

Booked      Available           highlight_off   
Page 1 of 7

 
1  |  2  |  3  |  4  |  5  |  6  |  7

FEATURED CAYMAN ISLAND HOLIDAY RENTALS
flag Map of Cayman Island

Some locations not available/accurate
Popular self catering vacation rentals searches 6:25:19 AM
Rent holiday villa in Cayman Island | Rent holiday apartment in Cayman Island | Rent holiday condo in Cayman Island | Rent holiday chalet in Cayman Island | Rent holiday Cottage in Cayman Island | Rent holiday cabin in Cayman Island | Rent holiday Townhouse in Cayman Island | Rent holiday Country-House in Cayman Island | Rent holiday Farmhouse in Cayman Island | Rent holiday Chateau-Castle in Cayman Island | Rent holiday Finca in Cayman Island | Rent holiday Houseboat in Cayman Island | Sitemap holiday rentals

Welcome to our Cayman Island holiday rentals and Cayman Island vacation home rentals page.

Find Cayman Island villa rentals using the search facility or use the region links to browse through specific Cayman Island holiday region. We advertise holiday home ads listed direct by owners or agents. holiday rentals in Cayman Island are all furnished self catering lets in Cayman Island that rent on short term bases and all of our listings come with weekly prices and pictures. To search for a specific type of vacation accommodation, select your letting type, Villa, House, Apartment, Condo, Townhouse, Barn, Farm, Chateau, Island, Castle, Flat, Penthouse, Hotel or even beach front mansions, lakeside cabins or winter skiing chalets. You can also search for condo rentals with pools or other suitability using our advanced search facility, Golfing getaways, Fishing Cabins, surfing and beachfront condos. All of our Cayman Island vacation rental adverts are updated daily and you are free to contact the owner or agent directly. With a large selection of property adverts, from cheap Cayman Island properties to luxury resort homes for rent in Cayman Island . Property owners easily advertise your vacation home in Cayman Island , see our advertising packages for full details.
List Your Property
Our Distribution network reaches millions of travelers and international buyers each and every month. Your property will be distributed across Holprop's Property Network (est. 2003) including holprop.com, longtermlettings.com, rentholidayhome.com and rentvacationhome.com plus in 7 unique language sites. In addition we distribute to other networks and listing services including trovit.com, mitula.com, sumavisos.
For larger accounts we are fully integrated with XML syndication or we can index directly from your agency's website.
Accounts from £2.99, try it for £0.99 for your first month!