Cayman Islands Vacation Rentals, Homes, & More

1-50 of 77 Cayman Islands Rentals

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1 / 8

Seven Mile Beach Condo
3 Bedrooms / 2 Bathrooms / Sleeps 9

from

$295

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:9
Type:Condo
Per night:$295 - $525
Per week:$2,065 - $3,675
Pets allowed:No
Internet:Yes

Modern and tastefully decorated spacious 3 bed 2. 5 bath condo centrally located off seven mile beach. walk to 15 awesome restaurants, coffee shops, grocerysotre literally next plaza. plus many more stores! Short walk to nightlife etc. Pull out couch and roll away bed can be used...

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Bodden Town Cayman Islands Vacation Rentals - Villa
1 / 12

Bodden Town Villa
2 Bedrooms / 2 Bathrooms / Sleeps 6

from

$284

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Villa
Per night:$284 - $488
Per month:$8,520 - $14,640
Pets allowed:No
Internet:Yes

A seafront balcony at this 2- bedroom, 2- bath condo unit waits for you to come out with a morning coffee or an evening glass of wine to watch gentle waves lap the shore. The indoor space just received a facelift, so it’s just as striking as its surroundings in historic Bodden...

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Resort Style Oceanfront Pool
1 / 32

Bodden Town Villa
4 Bedrooms / 4 Bathrooms / Sleeps 10

from

$922

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:10
Type:Villa
Per night:$922 - $1,708
Per week:$6,450 - $11,950
Pets allowed:No
Internet:No

Present Moment villa is located in Bodden Town, on the sleepy southern side of Grand Cayman. Away from the maddening crowds of the Seven Mile Beach tourist area, Present Moment is a thoroughly modern beach home with a resort like feel. Named for the way we feel alive and “present”...

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Bodden Town Cayman Islands Vacation Rentals - Villa
1 / 31

Bodden Town Villa
4 Bedrooms / 4 Bathrooms / Sleeps 10

from

$922

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:10
Type:Villa
Per night:$922 - $1,708
Per week:$6,450 - $11,950
Pets allowed:No
Internet:Yes

DESCRIPTION In Harmony is located in Bodden Town, on the sleepy southern side of Grand Cayman. Away from the maddening crowds of the Seven Mile Beach tourist area, In Hamony is a secluded oasis, where the sounds of the ocean and sea breezes soothe your soul. Named for the way...

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Cayman Kai Cayman Islands Vacation Rentals - Apartment
1 / 15

Cayman Kai Apartment
3 Bedrooms / 3 Bathrooms / Sleeps 8

“ Excellent ”1 Review

from

$426

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Apartment
Per night:$426 - $807
Per month:$12,780 - $24,210
Pets allowed:No
Internet:Yes

Experience the delight and tranquility of this charming free standing villa in a small but expansive colony of villas which rests upon pure white, powdery, soft beach. It is located on the quiet, serene side of the island just 55 minutes from the George Town Airport. You have arrived...

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Cayman Kai Cayman Islands Vacation Rentals - Home
1 / 15

Cayman Kai Home
2 Bedrooms / 2.5 Bathrooms / Sleeps 6

from

$275

/ night

Email Owner
Bedrooms:2
Bathrooms:2.5
Sleeps:6
Type:Home
Per night:$275 - $400
Per month:$8,250 - $12,000
Pets allowed:No
Internet:Yes

Our Island House is designed for life in the Tropics where "Inside and Outside become One". From the time you move in to the minute you depart, you'll have your own private home with all of its comforts and extra amenities listed below at your disposal. Kick off your shoes,...

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West Bay Cayman Islands Vacation Rentals - Home
1 / 16

West Bay Home
5 Bedrooms / 3.5 Bathrooms / Sleeps 14

from

$686

/ night

Email Owner
Bedrooms:5
Bathrooms:3.5
Sleeps:14
Type:Home
Per night:$686 - $800
Per week:$4,800 - $5,600
Pets allowed:No
Internet:Yes

This tropical home is perfectly located close to popular tourist attractions and conveniences. The kitchen has granite counter tops and is fully loaded with a six burner gas stove, large capacity refrigerator and two dishwashers perfect for feeding a large family or group. The...

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7 Mile Beach - Chairs & Umbrella provided
1 / 13

Seven Mile Beach Condo
2 Bedrooms / 2 Bathrooms / Sleeps 6

from

$155

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Condo
Per night:$155 - $275
Per week:$1,085 - $1,925
Pets allowed:No
Internet:Yes

Ideally located condo on the renowned 7 mile beach. This spacious condo, on the 3rd floor, has 2 bedrooms, and 2 full bathrooms, with a sofa bed in the living room. This air- conditioned unit, with fitted wardrobes, Wi- Fi, safety deposit box, fully equipped kitchen, TV and...

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1 / 35

Rum Point Home
5 Bedrooms / 5 Bathrooms / Sleeps 12

Bedrooms:5
Bathrooms:5
Sleeps:12
Type:Home
Per night:$1,000
Per week:$7,000
Pets allowed:No
Internet:Yes

If you’re seeking a Caribbean beach vacation unlike anything you've ever experienced before, come escape to “Sun Cloud, ” a luxury Grand Cayman vacation rental house ideally situated on the island’s picturesque North Side in Rum Point. With 5 bedrooms, 5 full bathrooms,...

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Beautiful Little Cayman
1 / 6

Little Cayman Condo
3 Bedrooms / 3 Bathrooms / Sleeps 6

“ Excellent ”1 Review

from

$400

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Condo
Per night:$400 - $550
Per week:$2,800 - $3,850
Pets allowed:No
Internet:Yes

WHEN ONLY THE BEST WILL DO! Nestled on secluded South Hole Sound, The Club at Little Cayman is the newest and most prestigious accommodation available on Little Cayman Island. The Club is an elegant collection of eight luxury condominiums. We offer three- bedroom and three bathroom...

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Best Condo Ever

“ Excellent ”
March 17, 2014
We are always a little apprehensive about renting places we've not previously visited. This was our 15th trip to the Caribbean, our first to Little Cayman. This 3 bedroom condo was just as advertised ... it was fantastic!. To start with the hotel staff at Little Cayman Beach Resort which manages this property (2 minutes away) are super friendly. We had dinner at the hotel a couple of nights, hung out at the bar a lot, and did our diving with Reef Divers; everyone made us feel special - terrific staff and top notch dive team. The condo itself is now our favorite. Ours was a ground floor, beachfront, 3 bedroom unit (unit TC-5). It is beautifully furnished and decorated, and the kitchen had everything we needed - we mostly ate breakfast and lunches in the condo. Our favorite thing to do when not diving was to just sit on the patio in the mornings drinking coffee and watching the sun rise. We had a great experience and would rent here again.
Rene Cote, Richmond, VA, USA

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North East Bay Cayman Islands Vacation Rentals - Cottage
1 / 7

North East Bay Cottage
1 Bedroom / 1 Bathroom / Sleeps 3

from

$136

/ night

Email Owner
Bedrooms:1
Bathrooms:1
Sleeps:3
Type:Cottage
Per night:$136
Per week:$950
Pets allowed:Yes
Internet:Yes

Featherstone's House of the Rising Sun is a new two story guest cottage. Professionally decorated and with every possible amenity, it is located on a totally private 1 1/2 acre beach. Away from all noise and traffic and with no electrical or phone lines in sight, you are at one ...

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1 / 16

Seven Mile Beach Condo
3 Bedrooms / 2 Bathrooms / Sleeps 8

“ Excellent ”1 Review

from

$250

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Condo
Per night:$250 - $575
Per week:$1,750 - $4,025
Pets allowed:No
Internet:Yes

Our condo has 3 spacious bedrooms , accommodating 6 to 8 people , with magnificent views of the ocean and sunset. You are steps away from the seven mile beach with its white sandy beach. The condo is a new acquisition and it has been refurnished, redecorated and fully equipped ...

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Absolutely perfect!

“ Excellent ”
August 6, 2012
This condo was so stinking cute! The furniture and decor were adorable and the layout was amazing! We went with 6 adults and it was beyond what we could've asked for! They had plenty of towels for us all, the cleaning lady always did the laundry to make sure they stayed clean and dry, then they had everything in the condo we could've needed or wanted! My family's favorite was probably the keurig haha, they're coffee fanatics! We have referred our condo to several other friends of ours looking to stay there, wish you lots of good luck! Thanks for a great stay :)
Payge Stevens, Dallas, tx

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1 / 7

Rum Point Villa
3 Bedrooms / 3 Bathrooms / Sleeps 8

“ Excellent ”4 Reviews

from

$287

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Villa
Per night:$287 - $960
Per week:$2,009 - $6,720
Pets allowed:No
Internet:Yes

Perfectly located on the tranquil north side of the 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, The Rum Point...

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Perfect Week

“ Excellent ”
January 5, 2015
The two bedroom condo was in good condition and cleanupon arrival complete with fresh flowers. The white sandbeach in the small cove was pristine and calm. The pool was beach front and very nice. A restaurant/baradjacent to the property was convenient. I would recommend having a car as we made a couple trips to the large Foster'son the other side of the island. Rum point is withinwalking distance and provides great snorkeling anda restaurant. The weather was perfect , and the setting inour bay was extremely peaceful.
Sarah Hoffacker, Fort Wayne,IN

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Beautiful Cayman Beach!
1 / 3

East End Condo
1 Bedroom / 1 Bathroom / Sleeps 4

“ Excellent ”1 Review

from

$172

/ night

Email Owner
Bedrooms:1
Bathrooms:1
Sleeps:4
Type:Condo
Per night:$172
Per week:$1,200
Pets allowed:No
Internet:Yes

One Bedroom Oceanfront Condominium, 1 Bath, Sleeps 4 Morritt's Tortuga Club offers you a beachfront vacation home on beautiful Grand Cayman Island. Relax on the silky sand or by the pool, then dive into the crystalline offshore waters, where you can enjoy aquatic pastimes....

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Great

“ Excellent ”
December 29, 2014
Peaceful place
Jeanne Boston, Kansas City ,mo

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South Side West End Cayman Islands Vacation Rentals - Townhouse
1 / 9

South Side West End Townhouse
2 Bedrooms / 2.5 Bathrooms / Sleeps 6

from

$150

/ night

Email Owner
Bedrooms:2
Bathrooms:2.5
Sleeps:6
Type:Townhouse
Per night:$150 - $165
Per week:$995 - $1,050
Pets allowed:No
Internet:Yes

Welcome to our new townhouse just 100 yards from the ocean! You can see the ocean from every room of the house. Loving Room, Dinning Room, Kitchen and both Bed Rooms. We enjoy our privately- owned home as a diving and vacation destination, properly named Paradise Found. We have...

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Seven Mile Beach Cayman Islands Vacation Rentals - Home
1 / 9

Seven Mile Beach Home
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”9 Reviews

from

$330

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$330 - $715
Per week:$2,310 - $5,005
Pets allowed:No
Internet:Yes

Our spacious Cayman Island Condo suites have the following: Ocean front views Air conditioning Fully equipped kitchen with microwave, fridge, stove/range Screened Patio Most master bedrooms have a king- sized bed Sleeper sofa in living room Bathtub, ironing board and iron (some...

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1 / 18

Seven Mile Beach Villa
5 Bedrooms / 5 Bathrooms / Sleeps 12

“ Excellent ”9 Reviews

Bedrooms:5
Bathrooms:5
Sleeps:12
Type:Villa
Per night:$1,914 - $4,148
Per month:$57,420 - $124,440
Pets allowed:No
Internet:Yes

On prestigious Seven Mile Beach, there are very few private villas for rent. Most offerings are condominiums, hotels, or not part of the rental pool. Coral Reef, however, is one phenomenal exception. Starting in 2015, this villa will be a spectacular 7- bedroom, 7- bath beachfront...

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Grand Cayman Cayman Islands Vacation Rentals - Villa
1 / 21

Grand Cayman Villa
4 Bedrooms / 3 Bathrooms / Sleeps 10

from

$710

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Villa
Per night:$710 - $1,420
Per month:$21,300 - $42,600
Pets allowed:Yes
Internet:Yes

This conveniently located 4 bedroom and den deluxe villa is in an upscale residential area only a few minutes’ drive away from shopping malls, restaurants, supermarket, golf courses, the new town of Camana Bay and the famous Seven Mile Beach. Lime Tree Villa has a private dock...

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West Bay Cayman Islands Vacation Rentals - Villa
1 / 13

West Bay Villa
2 Bedrooms / 2 Bathrooms / Sleeps 6

from

$333

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Villa
Per night:$333 - $790
Per month:$9,990 - $23,700
Pets allowed:No
Internet:Yes

Come and see why Discovery Point Club, on coveted Seven Mile Beach, boasts 300 five- star reviews and a Trip Advisor Award for Excellence in 2014—and why this condo, Discovery Point #18, is among the resort’s best. With an ideal 3rd floor location, 2- bedroom, 2- bath Discovery...

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1 / 12

Seven Mile Beach Apartment
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”12 Reviews

from

$339

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Apartment
Per night:$339 - $704
Per month:$10,170 - $21,120
Pets allowed:No
Internet:Yes

This 2- bedroom beachfront condo is located in one of the most sought- after spots on the Cayman Islands—and perhaps in all of the Caribbean. On this quiet, northern end of Seven Mile Beach, the sand is soft, pristine, and never full of people. You may spot a lone sunbather ...

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Seven Mile Beach Cayman Islands Vacation Rentals - Apartment
1 / 8

Seven Mile Beach Apartment
1 Bedroom / 1 Bathroom / Sleeps 2

“ Excellent ”15 Reviews

from

$265

/ night

Email Owner
Bedrooms:1
Bathrooms:1
Sleeps:2
Type:Apartment
Per night:$265 - $483
Per month:$7,950 - $14,490
Pets allowed:No
Internet:Yes

This small resort is nestled on the quiet northern part of the beautiful Seven Mile Beach, yet only a few minutes drive away from the “action”: watersports, shopping, golf, restaurants, bars, etc. Within swimming distance are some excellent snorkeling grounds or you can ...

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Seven Mile Beach Cayman Islands Vacation Rentals - Apartment
1 / 10

Seven Mile Beach Apartment
2 Bedrooms / 2 Bathrooms / Sleeps 4

“ Excellent ”6 Reviews

from

$264

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Apartment
Per night:$264 - $505
Per month:$7,920 - $15,150
Pets allowed:No
Internet:Yes

Situated at the beginning of the famous Seven Mile Beach this small resort is within walking distance of a supermarket and George Town. The rocky/sandy shoreline is excellent for walking, shelling and snorkeling and even has a shipwreck to explore within 100 yards of your beach. ...

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Seven Mile Beach Cayman Islands Vacation Rentals - Apartment
1 / 10

Seven Mile Beach Apartment
2 Bedrooms / 2 Bathrooms / Sleeps 5

“ Excellent ”1 Review

from

$309

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:5
Type:Apartment
Per night:$309 - $585
Per month:$9,270 - $17,550
Pets allowed:No
Internet:Yes

Prime location right on the water's edge! This recently renovated 2 bed/2bath condo with top of the line appliances, travertine floors, new furniture and linens. All tile showers and soft fluffy towels make you feel like you are in a spa- each bathroom is ensuite to the bedroom!...

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Grand Cayman Cayman Islands Vacation Rentals - Home
1 / 15

Grand Cayman Home
3 Bedrooms / 3 Bathrooms / Sleeps 6

“ Excellent ”2 Reviews

from

$660

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Home
Per night:$660 - $965
Per week:$4,620 - $6,755
Pets allowed:No
Internet:No

Unit #24: Ocean front, 3rd Floor panorama unit. Offering unforgettable sunsets and breathtaking views of the famous Seven Mile Beach, this unit is fully carpeted throughout and has an open plan layout with a fully equipped kitchen that leads through to the main living area. The ...

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1 / 7

Seven Mile Beach Apartment
1 Bedroom / 1 Bathroom / Sleeps 4

“ Excellent ”4 Reviews

from

$256

/ night

Email Owner
Bedrooms:1
Bathrooms:1
Sleeps:4
Type:Apartment
Per night:$256 - $467
Per month:$7,680 - $14,010
Pets allowed:No
Internet:Yes

This small resort is nestled on the quiet northern part of the beautiful Seven Mile Beach, yet only a few minutes drive away from the action, water- sports, shopping, golf, restaurants, bars, etc. Within swimming distance are some excellent snorkeling grounds or you can walk...

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1 / 12

Grand Cayman Home
3 Bedrooms / 3 Bathrooms / Sleeps 6

“ Excellent ”3 Reviews

from

$460

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Home
Per night:$460 - $765
Per week:$3,220 - $5,355
Pets allowed:No
Internet:No

Unit # 9- 2nd floor , Oceanview unit. With a wonderful veiw of the sunset from your screened porch. Master bedroom has king size bed en suite bathroom with large walk in shower. 2nd bedroom has queen bed, en suite beathroom with tub and shower. 3rd bedroom has queen bed and attached...

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Cayman Kai Cayman Islands Vacation Rentals - Apartment
1 / 12

Cayman Kai Apartment
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Very Good ”4 Reviews

from

$291

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Apartment
Per night:$291 - $464
Per month:$8,730 - $13,920
Pets allowed:No
Internet:Yes

This resort is perfect for those who need a spot to relax and unwind and have the convenience of a restaurant/bar, tiny marina and a watersports shop nearby. The lovely view from your apartment is of a tranquil lagoon, beautiful white sandy beach and fresh water pool. Within a five...

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Seven Mile Beach Cayman Islands Vacation Rentals - Apartment
1 / 13

Seven Mile Beach Apartment
3 Bedrooms / 2 Bathrooms / Sleeps 8

“ Excellent ”14 Reviews

from

$475

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Apartment
Per night:$475 - $901
Per month:$14,250 - $27,030
Pets allowed:No
Internet:Yes

Situated at the southern end of the famous Seven Mile Beach, this ideally located resort is within easy walking distance of shopping, many restaurants and bars. This resort boasts the largest swimming pool on Seven Mile Beach which also has a swim up snack and cocktail bar. There...

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Seven Mile Beach Cayman Islands Vacation Rentals - Apartment
1 / 12

Seven Mile Beach Apartment
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”8 Reviews

from

$379

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Apartment
Per night:$379 - $735
Per month:$11,370 - $22,050
Pets allowed:No
Internet:Yes

This resort with pool, gym room and lighted tennis court is situated right in the middle of the famous Seven Mile Beach and next door to the Marriot Hotel. All apartments have a good view of the pool, beach and the calm, inviting azure ocean beyond. It is within easy walking distance...

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Seven Mile Beach Cayman Islands Vacation Rentals - Apartment
1 / 8

Seven Mile Beach Apartment
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”20 Reviews

from

$320

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Apartment
Per night:$320 - $605
Per month:$9,600 - $18,150
Pets allowed:No
Internet:Yes

As the name suggests, this convenient condo resort is near to the main town of George Town, as well as many restaurants, supermarket and water- sport shops. It’s rocky/sandy shoreline is excellent for swimming, snorkeling and shell collecting as well as taking a long leisurely...

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Old Man Bay Cayman Islands Vacation Rentals - Apartment
1 / 17

Old Man Bay Apartment
3 Bedrooms / 3 Bathrooms / Sleeps 6

“ Excellent ”8 Reviews

from

$284

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Apartment
Per night:$284 - $408
Per month:$8,520 - $12,240
Pets allowed:No
Internet:Yes

This small resort is situated on a bay dotted with palms and view of the beach, pool and ocean where snorkeling is a must. It’s about a 50 minute drive from the airport and George Town and only a 10 minute drive to a few restaurants, a small grocery store and watersports shops....

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Seven Mile Beach Cayman Islands Vacation Rentals - Apartment
1 / 11

Seven Mile Beach Apartment
2 Bedrooms / 2 Bathrooms / Sleeps 4

“ Excellent ”12 Reviews

from

$285

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Apartment
Per night:$285 - $576
Per month:$8,550 - $17,280
Pets allowed:No
Internet:Yes

As the name suggests, this convenient condo resort is near to the main town of George Town, as well as many restaurants, supermarket and water- sport shops. It’s rocky/sandy shoreline is excellent for swimming, diving, snorkeling and shell collecting as well as taking a long...

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Seven Mile Beach Cayman Islands Vacation Rentals - Apartment
1 / 11

Seven Mile Beach Apartment
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”11 Reviews

from

$264

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Apartment
Per night:$264 - $505
Per month:$7,920 - $15,150
Pets allowed:No
Internet:Yes

Situated at the beginning of the famous Seven Mile Beach this small resort is within walking distance of a supermarket and the main town of George Town. The rocky/sandy shoreline is excellent for walking, shelling and snorkeling and even has a shipwreck to explore within 100 yards...

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Seven Mile Beach Cayman Islands Vacation Rentals - Villa
1 / 9

Seven Mile Beach Villa
1 Bedroom / 1 Bathroom / Sleeps 4

from

$198

/ night

Email Owner
Bedrooms:1
Bathrooms:1
Sleeps:4
Type:Villa
Per night:$198 - $355
Per month:$5,940 - $10,650
Pets allowed:No
Internet:Yes

Nestled on a quiet beach on north west point is an attractive Spanish style resort called Villas Pappagallo. Having the best of all worlds, diving off shore is considered to be some of the best around, the beach is protected by the reef for excellent snorkeling, a restaurant is...

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Seven Mile Beach Cayman Islands Vacation Rentals - Home
1 / 8

Seven Mile Beach Home
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”10 Reviews

from

$330

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$330 - $715
Per week:$2,310 - $5,005
Pets allowed:No
Internet:Yes

Our spacious Cayman Island Condo suites have the following: Ocean front views Air conditioning Fully equipped kitchen with microwave, fridge, stove/range Screened Patio Most master bedrooms have a king- sized bed Sleeper sofa in living room Bathtub, ironing board and iron (some...

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1 / 10

George Town Villa
3 Bedrooms / 3 Bathrooms / Sleeps 6

“ Excellent ”8 Reviews

from

$426

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Villa
Per night:$426 - $741
Per month:$12,780 - $22,230
Pets allowed:No
Internet:Yes

This standalone 3- bedroom beachfront villa—part of a resort/condo complex—is found in a residential area where many Caymanians make their home (or second home). The lovely neighborhood of Caribbean Paradise, in South Sound, boasts a sense of community and a beach with impossibly...

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Old Man Bay Cayman Islands Vacation Rentals - Apartment
1 / 12

Old Man Bay Apartment
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”15 Reviews

from

$213

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Apartment
Per night:$213 - $355
Per month:$6,390 - $10,650
Pets allowed:No
Internet:Yes

This small resort is situated on a bay dotted with palms and view of the beach, pool and ocean where snorkeling is a must. It’s about a 50 minute drive from the airport and George Town and only a 10 minute drive to a few restaurants, a small grocery store and watersports shops....

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East End Cayman Islands Vacation Rentals - Villa
1 / 16

East End Villa
3 Bedrooms / 2 Bathrooms / Sleeps 8

“ Excellent ”7 Reviews

from

$538

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Villa
Per night:$538 - $765
Per month:$16,140 - $22,950
Pets allowed:No
Internet:Yes

This spacious and secluded 3 bedroom plus den (with queen sleeper sofa) villa is nestled on top of a beautiful mini bluff overlooking a quiet beach, facing North West for you to enjoy beautiful sunsets. Quaint wooden steps lead you to a natural beach to enjoy some exciting snorkeling...

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Bodden Town Cayman Islands Vacation Rentals - Villa
1 / 27

Bodden Town Villa
4 Bedrooms / 6 Bathrooms / Sleeps 11

from

$880

/ night

Email Owner
Bedrooms:4
Bathrooms:6
Sleeps:11
Type:Villa
Per night:$880 - $2,077
Per month:$26,400 - $62,310
Pets allowed:Yes
Internet:Yes

This deluxe oceanfront villa is especially positioned on a cliff top to catch the fresh breezes from a warm Caribbean Sea. The magnificent view looks over the ever changing sparkling ocean. Located in a residential area, it is about a 20 minute drive from the airport, George Town...

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Seven Mile Beach Cayman Islands Vacation Rentals - Apartment
1 / 15

Seven Mile Beach Apartment
3 Bedrooms / 3 Bathrooms / Sleeps 8

“ Excellent ”13 Reviews

from

$492

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Apartment
Per night:$492 - $1,036
Per month:$14,760 - $31,080
Pets allowed:No
Internet:Yes

Situated in the centre of the famous Seven Mile Beach is a stunning beach front apartment with spectacular views of the powdery white beach and a warm inviting ocean. It’s within easy walking distance of shopping, water sports, restaurants, bars and entertainment. THERE IS A ...

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Little Cayman Cayman Islands Vacation Rentals - Villa
1 / 14

Little Cayman Villa
3 Bedrooms / 2 Bathrooms / Sleeps 9

“ Excellent ”4 Reviews

from

$436

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:9
Type:Villa
Per night:$436 - $684
Per month:$13,080 - $20,520
Pets allowed:No
Internet:Yes

This raised villa with elevator, ramps and wide door ways makes this home perfectly wheelchair accessible. It's large wrap around balcony offers the most amazing views across the sparkling aquamarine Caribbean sea. Follow the quaint path to the beach area and enjoy snorkeling the...

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1 / 11

Grand Cayman Home
3 Bedrooms / 3 Bathrooms / Sleeps 6

“ Excellent ”7 Reviews

from

$560

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Home
Per night:$560 - $1,125
Per week:$3,920 - $7,875
Pets allowed:No
Internet:No

Unit#3: Ocean front, 3 bedroom ground floor unit. This incredible unit offers direct beach access from the large screened in patio. The unit consists of a large airy Master Bedroom boasting ocean views with a King sized bed and two additional bedrooms one with 2 Queen sized beds ...

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Seven Mile Beach Cayman Islands Vacation Rentals - Home
1 / 8

Seven Mile Beach Home
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”10 Reviews

Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:Yes

Our spacious Cayman Island Condo suites have the following: Ocean front views Air conditioning Fully equipped kitchen with microwave, fridge, stove/range Screened Patio Most master bedrooms have a king- sized bed Sleeper sofa in living room Bathtub, ironing board and iron (some...

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Little Cayman Cayman Islands Vacation Rentals - Villa
1 / 11

Little Cayman Villa
4 Bedrooms / 3 Bathrooms / Sleeps 10

“ Excellent ”9 Reviews

from

$710

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Villa
Per night:$710 - $1,154
Per month:$21,300 - $34,620
Pets allowed:No
Internet:Yes

This spacious nautical style duplex villa is situated in a quiet setting and yet within easy walking distance of two small resorts with restaurant, bars and watersport shops. It is also within a 2 minute drive of the airport and tiny Blossom Village with its grocery shop; liquor...

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George Town Cayman Islands Vacation Rentals - Villa
1 / 21

George Town Villa
4 Bedrooms / 4 Bathrooms / Sleeps 10

from

$994

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:10
Type:Villa
Per night:$994 - $1,775
Per month:$29,820 - $53,250
Pets allowed:Yes
Internet:Yes

For active travellers, Boa Vida is heaven on earth. At this property in the Seven Mile beach area—which sleeps 12 in 4 bedrooms plus a rollaway bed in the yoga room and sofa bed in the den—two kayaks wait for you to discover the gorgeous, swimmable waterways just outside. Or...

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Little Cayman Cayman Islands Vacation Rentals - Cottage
1 / 14

Little Cayman Cottage
3 Bedrooms / 3 Bathrooms / Sleeps 8

“ Excellent ”3 Reviews

from

$109

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Cottage
Per night:$109 - $545
Per month:$3,270 - $16,350
Pets allowed:No
Internet:Yes

Walk directly from your classic beach cottage to the palm- shaded beach in one- of- a- kind Little Cayman, the smallest and most remote of the Cayman Islands. Blossom Village Cottage is a collection of three charming cottages in a unique configuration, with a “main” cottage ...

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Little Cayman Cayman Islands Vacation Rentals - Cottage
1 / 12

Little Cayman Cottage
2 Bedrooms / 2 Bathrooms / Sleeps 6

from

$109

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Cottage
Per night:$109 - $458
Per month:$3,270 - $13,740
Pets allowed:Yes
Internet:Yes

Walk directly from your classic beach cottage to the palm- shaded beach in one- of- a- kind Little Cayman, the smallest and most remote of the Cayman Islands. Blossom Village Cottage is a collection of three charming cottages in a unique configuration, with a “main” cottage ...

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Seven Mile Beach Cayman Islands Vacation Rentals - Apartment
1 / 12

Seven Mile Beach Apartment
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”10 Reviews

from

$339

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Apartment
Per night:$339 - $704
Per month:$10,170 - $21,120
Pets allowed:No
Internet:Yes

This resort is located on the quiet Northern part of one of the most admired beaches in the Caribbean, Seven Mile Beach. You can walk for miles on soft powdery sand, soak up the sun beside the pool, enjoy some excellent snorkeling right on your doorstep or wonder at a blazing sun...

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1 / 6

Cayman Kai Cottage
1 Bedroom / 1 Bathroom / Sleeps 4

from

$213

/ night

Email Owner
Bedrooms:1
Bathrooms:1
Sleeps:4
Type:Cottage
Per night:$213 - $355
Per month:$6,390 - $10,650
Pets allowed:No
Internet:Yes

These cozy side- by- side apartments are situated in a peaceful little sandy cove right across from famous Rum Point where there is a restaurant, bar, shop and water sports. Located in the lovely residential area of Cayman Kai, they are a 45 minute drive from the airport and George...

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Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Apartment
Per night:$426 - $710
Per month:$12,780 - $21,300
Pets allowed:No
Internet:Yes

SEPTEMBER AND OCTOBER 2014 is now 50% OFF! ! BOOK A MINIMUM OF 5 NIGHTS AND GET 50% OFF THE LISTED PRICE! SUMMER SPECIAL: STAY FOR 5, PAY FOR 4! No daily maid service with this promo. Travel window May 1- December 15, 2014 excluding Nov. 23 - 30, 2014. Recently remodeled to...

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1  2 

Visiting the Cayman Islands

Calm blue waters, white sand, and waving palm trees are the hallmarks of the Cayman Islands. Located south of Cuba and west of Jamaica, the Caymans are becoming the place to vacation in the Caribbean. Cayman Islands rentals are perfect for families who want the comforts of home as they explore this island paradise. Plan your dream vacation online, save money by staying in one of our by-owner Cayman Islands house rentals, and see the island through the eyes of a local!
Areas within the Cayman Islands
The Caymans consist of three islands: Grand Cayman, Cayman Brac, and Little Cayman. Grand Cayman is the largest of the three islands. Historic George Town offers fine dining and duty-free shopping among traditional Caribbean-style buildings. Cayman Brac has the most spectacular landscape of the three islands. Rent houses from Vacation Home Rentals with wonderful views of the limestone outcropping, or “brac,” in the center of the island that gives Cayman Brac its name. Little Cayman is smaller and less developed than its sisters but is world famous for scuba-diving and has more than 50 unique dive sights. When it comes to vacation rentals, Cayman Islands have one to fit you, whether you’re looking for a quaint beach house or upscale condo.
Sightseeing in the Cayman Islands and Things to Do
  • Find Cayman Islands vacation rentals on Grand Cayman and enjoy the white sands and crystal waters of Seven Mile Beach, voted one of the world’s ultimate beaches.
  • Visit the imposing, three-story Pedro St. James Castle in Savannah.
  • Get up close with the local wildlife at Stingray City and interact year-round with the friendly southern stingray.
  • Scuba-dive and explore man-made reefs like the USS Kittiwake.
  • Learn about the maritime history of the Cayman Islands at East End Lighthouse Park on Grand Cayman.
  • Explore the history of the Cayman Islands at the National Museum.
  • Get away from it all and stay in one of our Cayman Islands rental homes on Little Cayman.
  • Visit the South Hole Sound Lagoon or dive at Bloody Bay Wall Marine Park.
  • Take the kids to Booby Pond Nature Reserve on Little Cayman and see red-footed boobies at the largest colony in the Western Hemisphere.
  • Enjoy Cayman Islands vacation rentals on Cayman Brac for their secluded beaches.
  • Bird-watch on Cayman Brac and catch a glimpse of the more than 200 species that call the island home.
  • Let loose your inner pirate during Pirates Week.
Regional Foods and Dining in the Cayman Islands
The cuisine of the Cayman Islands is a mix of Jamaican, British, and native culinary traditions often supplemented with international flair. Local dishes reflect the abundance of the islands and contain native fruits such as coconuts, plantains, breadfruit, and cassava. Seafood is prevalent in a variety of chowders and stews that contain conch, lobster, shrimp, and fresh fish. Browse our Cayman Islands condo rentals and step out on the town to enjoy international dining at any number of restaurants throughout the islands. For fishing enthusiasts, some restaurants have “you catch, we cook” options.
When to Visit the Cayman Islands
The Caymans enjoy a tropical marine climate. Temperatures hold steady around 80°F during the summer and hover near 70°F in winter. The summer is the wet season and lasts from May to October, with relatively dry, cool winters. The best time to visit the Cayman Islands and stay in offered rental properties is between May and June, when temperatures are at their best and the weather is calm and clear. Guests also book their Cayman Islands rentals around these festivals:
  • Mardi Gras (March)
  • Flower Sea Swim (June)
  • Constitution Day Fireworks (July)
  • Pirates Week (November)
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