Cayman Islands Vacation Rentals, Homes, & More

1-50 of 78 Cayman Islands Rentals

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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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Aerial of Villa Looking East
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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Seven Mile Beach Cayman Islands Vacation Rentals - Condo
1 / 23
Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Condo
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:Yes

Our ground floor, three bedroom beachfront apartment offers a gourmet kitchen, huge patio, 80' 3D flat screen smart television with Sonus surround sound. Elegantly furnished for your air- conditioned comfort, the breathtaking view of Seven Mile Beach is your panorama. Our ...

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Barefoot Lagoon - Island House
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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Beautiful Cayman Beach!
1 / 3

East End Condo
1 Bedroom / 1 Bathroom / Sleeps 4

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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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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Seven Mile Beach Cayman Islands Vacation Rentals - Condo
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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Seven Mile Beach Cayman Islands Vacation Rentals - Condo
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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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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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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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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Rum Point Cayman Islands Vacation Rentals - Villa
1 / 7

Rum Point Villa
3 Bedrooms / 3 Bathrooms / Sleeps 8

“ Excellent ”3 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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A little Bit of Heaven Right Here on Earth

“ Excellent ”
March 9, 2014
My husband and I and our five year old twins (boy/girl) stay at both the Yellow and Green Homes with Ocean Paradise. We were looking for something more quiet and away from the crowds and people. This place offered such a calming and safe environment for us! Each home has EVERYTHING you could imagine for a wonderful vacation (to Include water floats for the kids!!~!). This complex was definitely WELL thought out! Very new and up to date in decor, also. We definitely will be returning to Ocean Paradise! At night, it is a bit darker...however, the stars in the sky are just breathtaking. It really is a wonderful "home away from home"!
Karen Schoen, Green Bay, WI

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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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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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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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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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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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Cayman Kai Cayman Islands Vacation Rentals - Apartment
1 / 12

Cayman Kai Apartment
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”3 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 / 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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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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Seven Mile Beach Cayman Islands Vacation Rentals - Apartment
1 / 8

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

“ Excellent ”14 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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George Town Cayman Islands Vacation Rentals - Villa
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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Seven Mile Beach Cayman Islands Vacation Rentals - Apartment
1 / 15

Seven Mile Beach Apartment
3 Bedrooms / 2 Bathrooms / Sleeps 7

from

$458

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:7
Type:Apartment
Per night:$458 - $761
Per month:$13,740 - $22,830
Pets allowed:No
Internet:Yes

One of the few 3 bedroom condos on Seven Mile Beach that sleep up 7 people including a huge top floor balconey for the best in beach front living! This condo is well equipped with everything a family needs while on vacation. Wifi, cable television, free local calls, dishwasher,...

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Seven Mile Beach Cayman Islands Vacation Rentals - Apartment
1 / 7

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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1 / 7

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

“ Excellent ”8 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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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 / 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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1 / 8

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

“ Excellent ”13 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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Seven Mile Beach Cayman Islands Vacation Rentals - Apartment
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 / 11

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

“ Excellent ”2 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 / 9

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

“ Excellent ”8 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 / 7

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

“ Excellent ”5 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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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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West Bay Cayman Islands Vacation Rentals - Apartment
1 / 10

West Bay Apartment
1 Bedroom / 1 Bathroom / Sleeps 4

“ Excellent ”15 Reviews

from

$227

/ night

Email Owner
Bedrooms:1
Bathrooms:1
Sleeps:4
Type:Apartment
Per night:$227 - $408
Per month:$6,810 - $12,240
Pets allowed:No
Internet:Yes

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 close by...

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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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Seven Mile Beach Cayman Islands Vacation Rentals - Apartment
1 / 25

Seven Mile Beach Apartment
4 Bedrooms / 5 Bathrooms / Sleeps 10

from

$923

/ night

Email Owner
Bedrooms:4
Bathrooms:5
Sleeps:10
Type:Apartment
Per night:$923 - $1,952
Per month:$27,690 - $58,560
Pets allowed:No
Internet:Yes

Luxury Design and Front- Row Sunset Views on Seven Mile BeachA stunning sunset show awaits you at Seabreeze 8. This 4- bedroom, 4. 5- bath, 4th floor unit provides a coveted vantage point for that perfect minute when the sun slides into the Caribbean—and many other unforgettable...

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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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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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Seven Mile Beach Cayman Islands Vacation Rentals - Villa
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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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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Grand Cayman Cayman Islands Vacation Rentals - Home
1 / 16

Grand Cayman Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”1 Review

Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:No

Unit # 23- 3rd Floor, Oceanfront unit. Relax on your large private screened porch by day and listen to the waves at night while watching the stars twinkle in the sky. Master bedroom offers a four poster king size bed, en suite bathroom with jacuzzi tub and seperate powder room....

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Grand Cayman Cayman Islands Vacation Rentals - Home
1 / 13

Grand Cayman Home
3 Bedrooms / 3 Bathrooms / Sleeps 6

“ Excellent ”1 Review

Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:No

Unit # 14 - 2nd Floor, Oceanfront unit. Relax on your large private screened porch by day and listen to the waves at night while watching the stars twinkle in the sky. Master bedroom has king size bed, en suite bathroom with walk in shower. 2nd bedroom has 2 double beds, en suite...

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Grand Cayman Cayman Islands Vacation Rentals - Home
1 / 15

Grand Cayman Home
3 Bedrooms / 3 Bathrooms / Sleeps 6

“ Excellent ”4 Reviews

Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:No

Unit # 12- This second Floor, Oceanfront unit has two seating areas from which to watch your large flat screen TV or just relax and read a book. You can enter your large screen porch from the Master bedroom which has king size bed, flat screen TV and the en suite bathroom with tub...

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Grand Cayman Cayman Islands Vacation Rentals - Home
1 / 11

Grand Cayman Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:No

Unit # 4- Ground Floor, Oceanfront unit and is wheelchair accessible. Open your patio door and walk directly unto the beach. Relax on your large private screened porch by day and listen to the waves at night while watching the stars twinkle in the sky. Master bedroom has king size...

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Grand Cayman Cayman Islands Vacation Rentals - Home
1 / 11

Grand Cayman Home
2 Bedrooms / 2 Bathrooms / Sleeps 4

Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:No

Unit # 5- Ground Floor, Oceanfront unit and is wheelchair accessable. Open your patio door and walk directly unto the beach. Relax on your large private screened porch by day and listen to the waves at night while watching the stars twinkle in the sky. Master bedroom has king size...

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Grand Cayman Cayman Islands Vacation Rentals - Home
1 / 15

Grand Cayman Home
3 Bedrooms / 3 Bathrooms / Sleeps 6

“ Excellent ”1 Review

Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:No

Unit # 15- 2nd Floor, Oceanfront unit. Relax on your large private screened porch by day and listen to the waves at night while watching the stars twinkle in the sky. Master bedroom has king size bed, en suite bathroom with walk in shower. 2nd bedroom has a 2 full size bed, en ...

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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 ”8 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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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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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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