Houses in Cayman Islands and Villas - Holiday Lettings - Holiday Rentals Cayman Islands

Close

Holiday Lettings
> North America
> Caribbean
> Houses and villas in Cayman Islands
Book with confidence.
Pay by card or PayPal, through the Holiday Lettings website, to be covered by Payment Protection. Never pay by bank or wire transfer.

View larger map

Also consider

North America Holidays
207707 properties
Caribbean Holidays
20861 properties
Villas Grand Cayman
273 properties
Villas Cayman Brac
24 properties
Villas Little Cayman
8 properties
✕

Enter dates for more accurate prices

Payment Protection
To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

305 Holiday homes

31

House in Rum Point with air conditioning from £151/night - Great for walking holidays

Grand Cayman / Rum Point

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

Map

Add to shortlist

from £152 / night

£1,058 / week

Book View

from £152 / night

Book

(3) Excellent 

16

3 bedroom accommodation in East End

Grand Cayman / East End

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

Map

Add to shortlist

from £177 / night

£1,236 - £2,986 / week

Book View

from £177 / night

Book

(1) Very Good 

15

Experience a home from home at this studio in East End | patio & garden

Grand Cayman / East End

Studio 3 min stay varies

  • Studio
  • sleeps 3
  • min stay varies
  • Nearest beach 1 km
  • Child friendly
  • Air conditioning

Map

Add to shortlist

from £95 / night

£646 - £2,234 / week

Book View

from £95 / night

Book

(1) Average 

10

Grab a bargain holiday rental in George Town | Holiday guest house from £25/night | Sleeps 14

Grand Cayman / George Town

4 14 1 night min

  • 4 bedrooms
  • sleeps 14
  • 1 night min
  • Nearest beach 8 km
  • Child friendly
  • Air conditioning

Add to shortlist

from £25 / night

£140 / week

Book View

from £25 / night

Book

(9) Excellent 

29

Fantastic rental in Seven Mile Beach, Grand Cayman - Great for horse riding and water sports | bbq

Grand Cayman / Seven Mile Beach

4 10 min stay varies

  • 4 bedrooms
  • sleeps 10
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool

Map

Add to shortlist

from £570 / night

£5,184 - £12,153 / week

Enquire View

from £570 / night

Enquire

(8) Excellent 

21

Top rated holiday guest house in Seven Mile Beach | pet friendly | Sleeps 6 | nightlife | Nearest beach 0.1 km

Grand Cayman / Seven Mile Beach

2 6 5 nights min

  • 2 bedrooms
  • sleeps 6
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly

Map

Add to shortlist

from £121 / night

£753 - £1,283 / week

Book View

from £121 / night

Book

(1) Excellent 

37

Rum Point house great for water sports, wi-fi from £175/night

Grand Cayman / Rum Point

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

Map

Add to shortlist

from £175 / night

£1,226 / week

Book View

from £175 / night

Book
30

Holiday rental in Rum Point from £166/night. Sleeps 8, 3 bedrooms

Grand Cayman / Rum Point

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

Map

Add to shortlist

from £167 / night

£1,165 / week

Book View

from £167 / night

Book
7

Condo in Rum Point from £190/night | 2 bedrooms, sleeps 6, beach / lakeside relaxation

Grand Cayman / Rum Point

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

Map

Add to shortlist

from £190 / night

£1,463 / week

Book View

from £190 / night

Book

(1) Very Good 

18

Holiday cottage with 2 bedrooms and bbq in East End

Grand Cayman / East End

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • Child friendly

Map

Add to shortlist

from £133 / night

£931 - £2,526 / week

Book View

from £133 / night

Book

(1) Excellent 

13

Holiday villa in Rum Point, Grand Cayman, from £173/night. With air conditioning, staffed property and much more!

Grand Cayman / Rum Point

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

Map

Add to shortlist

from £174 / night

£2,590 / week

Book View

from £174 / night

Book

(1) Excellent 

20

Private house with 2 bedrooms in Cayman Brac | air conditioning, wi-fi and more

Cayman Islands / Cayman Brac

2 5 3 nights min

  • 2 bedrooms
  • sleeps 5
  • 3 nights min
  • Air conditioning
  • Pet friendly
  • Private garden

Map

Add to shortlist

from £114 / night

£681 - £787 / week

Book View

from £114 / night

Book
29

Get this amazing apartment in Bodden Town from only £50/night ideal for water sports

Grand Cayman / Bodden Town

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Nearest beach 0.1 km
  • Child friendly
  • Air conditioning

Map

Add to shortlist

from £50 / night

£890 - £1,280 / week

Book View

Responds fast!
avg. 1 hour 53 minutes

from £50 / night

Book
37

Holiday villa in Cayman Islands

Grand Cayman / Rum Point

5 15 min stay varies

  • 5 bedrooms
  • sleeps 15
  • min stay varies
  • Child friendly

Map

Add to shortlist

from £918 / night

£6,420 - £13,375 / week

Enquire View

from £918 / night

Enquire
57

Cayman Islands holiday condo rental

Grand Cayman / Seven Mile Beach

4 10 min stay varies

  • 4 bedrooms
  • sleeps 10
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

Map

Add to shortlist

from £760 / night

£6,077 - £12,153 / week

Enquire View

from £760 / night

Enquire
8

Apartment with 2 bedrooms in East End, Grand Cayman | balcony / terrace, bbq & jacuzzi / hot tub

Grand Cayman / East End

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Child friendly

Map

Add to shortlist

from £133 / night

£931 - £3,058 / week

Book View

from £133 / night

Book
14

Stay at this villa in East End with bbq, patio & balcony / terrace from £190/night

Grand Cayman / East End

3 10 min stay varies

  • 3 bedrooms
  • sleeps 10
  • min stay varies
  • Child friendly

Map

Add to shortlist

from £190 / night

£1,330 - £3,988 / week

Book View

from £190 / night

Book
5

East End self-catering villa from £363/night. Pet friendly with sea view / fishing

Grand Cayman / East End

1 4 7 nights min

  • 1 bedroom
  • sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

Map

Add to shortlist

from £363 / night

£2,542 / week

Book View

from £363 / night

Book
54

Condo in West Bay with balcony / terrace | water sports, fishing & golf within 30mins drive | From £760/night

Grand Cayman / West Bay

4 10 min stay varies

  • 4 bedrooms
  • sleeps 10
  • min stay varies
  • Child friendly

Map

Add to shortlist

from £760 / night

£5,317 - £12,153 / week

Enquire View

from £760 / night

Enquire
24

Enjoy water sports and fishing in Bodden Town at this apartment from £50/night

Grand Cayman / Bodden Town

2 4 4 nights min

  • 2 bedrooms
  • sleeps 4
  • 4 nights min
  • Nearest beach 0.1 km
  • Child friendly
  • Air conditioning

Map

Add to shortlist

from £50 / night

£890 - £1,280 / week

Book View

Responds fast!
avg. 1 hour 53 minutes

from £50 / night

Book
30

House in Rum Point with beach / lakeside relaxation - from £166/night, beach / lakeside relaxation

Grand Cayman / Rum Point

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

Map

Add to shortlist

from £167 / night

£1,165 / week

Book View

from £167 / night

Book
10

Comfortable villa in Grand Cayman. Sleeps 6 in East End

Grand Cayman / East End

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

Map

Add to shortlist

from £304 / night

£2,127 - £3,418 / week

Book View

from £304 / night

Book
16

House with sea view, patio, jacuzzi / hot tub & more in East End

Grand Cayman / East End

3 7 min stay varies

  • 3 bedrooms
  • sleeps 7
  • min stay varies
  • Beach / lakeside relaxation
  • Child friendly

Map

Add to shortlist

from £268 / night

£1,816 - £4,624 / week

Book View

from £268 / night

Book
15

Villa rental in Seven Mile Beach with shared pool

Grand Cayman / Seven Mile Beach

4 10 min stay varies

  • 4 bedrooms
  • sleeps 10
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

Map

Add to shortlist

from £760 / night

£5,317 / week

Book View

from £760 / night

Book
25

Holiday villa rental

Grand Cayman / George Town

3 6 14 nights min

  • 3 bedrooms
  • sleeps 6
  • 14 nights min
  • Child friendly

Map

Add to shortlist

from £5,426 / night

£37,979 / week

Enquire View

from £5,426 / night

Enquire
32

Cayman Islands holiday villa rental

Grand Cayman / West Bay

5 12 min stay varies

  • 5 bedrooms
  • sleeps 12
  • min stay varies
  • Child friendly

Map

Add to shortlist

from £916 / night

£6,408 - £14,373 / week

Enquire View

from £916 / night

Enquire

(4) Excellent 

50

Self-catering holiday rental in Seven Mile Beach, Grand Cayman | air conditioning and wi-fi - pet friendly property

Grand Cayman / Seven Mile Beach

3 7 min stay varies

  • 3 bedrooms
  • sleeps 7
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

Map

Add to shortlist

from £722 / night

£5,052 - £11,432 / week

Enquire View

from £722 / night

Enquire
33

Holiday villa in George Town

Grand Cayman / George Town

7 18 min stay varies

  • 7 bedrooms
  • sleeps 18
  • min stay varies
  • Child friendly

Map

Add to shortlist

from £1,444 / night

£10,103 - £18,610 / week

Enquire View

from £1,444 / night

Enquire
30

Holiday villa rental

Grand Cayman / East End

5 10 min stay varies

  • 5 bedrooms
  • sleeps 10
  • min stay varies
  • Child friendly

Map

Add to shortlist

from £919 / night

£6,434 - £10,443 / week

Enquire View

from £919 / night

Enquire
37

Seven Mile Beach holiday villa rental

Grand Cayman / Seven Mile Beach

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Child friendly

Map

Add to shortlist

from £676 / night

£4,733 - £11,698 / week

Enquire View

from £676 / night

Enquire
23

Holiday villa in Cayman Islands

Grand Cayman / Seven Mile Beach

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Child friendly

Map

Add to shortlist

from £1,117 / night

£7,820 - £16,890 / week

Enquire View

from £1,117 / night

Enquire

(33) Excellent 

Certificate of Excellence

27

Pet friendly apartment in Rum Point with Certificate of Excellence from £136/night

Grand Cayman / Rum Point

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool

Certificate of Excellence

Map

Add to shortlist

from £137 / night

£1,192 / week

Book View

from £137 / night

Book

(1) Excellent 

18

Escape to George Town, Grand Cayman in this beautiful holiday condo | Sleeps 6, 2 bedrooms

Grand Cayman / George Town

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

Map

Add to shortlist

from £152 / night

£1,060 - £1,804 / week

Book View

Responds fast!
avg. 3 hours 53 minutes

from £152 / night

Book

(4) Excellent 

32

Villa rental in East End with balcony / terrace, bbq, water sports from £304/night

Grand Cayman / East End

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

Map

Add to shortlist

from £304 / night

£2,127 - £3,608 / week

Book View

Responds fast!
avg. 2 hours 24 minutes

from £304 / night

Book
18

2 bedroom house in Bodden Town from £137/night | patio & sea view

Grand Cayman / Bodden Town

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Child friendly

Map

Add to shortlist

from £137 / night

£957 / week

Book View

Responds fast!
avg. 2 hours 45 minutes

from £137 / night

Book

(13) Excellent 

12

Self-catering villa in Cayman Brac with boat available & balcony / terrace - Great for beach or lakeside relaxation

Cayman Islands / Cayman Brac

5 12 min stay varies

  • 5 bedrooms
  • sleeps 12
  • min stay varies
  • Beach / lakeside relaxation
  • Ask owner if suitable for children
  • Air conditioning

Map

Add to shortlist

from £114 / night

£798 / week

Book View

from £114 / night

Book

(4) Excellent 

Certificate of Excellence

19

Condo in Seven Mile Beach that has earned great reviews from travellers from £194/night - Perfect for walking holidays

Grand Cayman / Seven Mile Beach

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

Certificate of Excellence

Map

Add to shortlist

from £194 / night

£1,356 / week

Book View

Responds fast!
avg. 2 hours 51 minutes

from £194 / night

Book

(3) Excellent 

11

Ideal beach hut in Bodden Town from £122/night | 1 bedroom, sleeps 2

Grand Cayman / Bodden Town

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Air conditioning
  • Private garden

Map

Add to shortlist

from £122 / night

£851 / week

Book View

Responds fast!
avg. 3 hours 39 minutes

from £122 / night

Book

(8) Excellent 

21

Spacious self catering property in Seven Mile Beach | sleeps 8 | pet friendly, beach / lakeside relaxation

Grand Cayman / Seven Mile Beach

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.11 km
  • Child friendly

Map

Add to shortlist

from £134 / night

£844 - £1,519 / week

Book View

from £134 / night

Book

(4) Excellent 

Certificate of Excellence

30

Certificate of Excellence cottage in West End with air conditioning and bbq - fishing

Cayman Brac / West End

1 4 3 nights min

  • 1 bedroom
  • sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Air conditioning

Certificate of Excellence

Map

Add to shortlist

from £88 / night

£570 - £608 / week

Book View

Responds fast!
avg. 1 hour 30 minutes

from £88 / night

Book

Top Destination reviews

*BEST RATE GUARANTEED-PLEASE ENQUIRE*Luxury 3 Bedroom Villas on Seven Mile Beach
We loved every minute

We had the best week at the Caribbean Club. Everything was incredible - from the service we received from Noreen and Emma at Exceptional Villas to the service we received during our stay at the Caribbean Club. We could not fault a thing! The amenities were superb… The beach attendant was always there with lounge covers, drinks, or available for paddle board rentals, etc. Room service was excellent and efficient. The gym was very well equipped (not that I used it much!!!). Location is excellent – walking distance to everywhere we wanted to go – the best restaurants, Camana Bay and the supermarket literally right across the street. We stayed in a third-floor spacious beachfront villa and enjoyed the glorious sunsets on many evenings while enjoying our room service meal from LUCA and sipping prosecco – the dream! I would not hesitate in returning here again soon. … see more
Great Location & Value! 7mile Beach Condo next to *NEW* Margaritaville Resort
Very good stay - Livia was very attentive and full of suggestions of places to eat/go

On 7 Mile beach - I loved the early morning walks and later afternoon walks along one of the most beautiful beaches. Apartment was good with plenty of space and facilities … see more
Emmanuel Villa
Wonderful experience!

Villa Emmanuel was perfect for us!! We stayed for two weeks and everyone loved it! The house, pool and oven were amazing. Villa Emmanuel is away from the busy area of Grand Cayman, but we could walk to either Kaibo or Rum Point for a restaurant or quaint entertainment. (You do need a car to get groceries) My kids, my mother, my husband, my friends and I all had a very relaxing memorable experience! I was sad to leave. … see more
North America Holidays
Caribbean Holidays
Villas Grand Cayman
Villas Cayman Brac
Villas Little Cayman