Grand Harbour Holiday Rentals
Condo
- George Town
- ·
- Savannah
- 0.78 mi to center
10.0Exceptional
(107 Reviews)
2 Bedrooms
2 Baths
4 Guests
1600 ft²
Parking
Pool
Ocean View
Balcony/Terrace
US $466/Night
7 Nights - US $3,263
House
- George Town
- ·
- Grand Harbour
- 0.38 mi to center
10.0Exceptional
(2 Reviews)
3 Bedrooms
3 Baths
6 Guests
2378.82 ft²
Oceanfront- Parking
- Pool
- Ocean View
US $516/Night
7 Nights - US $3,612
Condo
- George Town
- ·
- Savannah
- 0.80 mi to center
2 Bedrooms
1 Bath
5 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $856/Night
7 Nights - US $5,992
House
- George Town
- ·
- Savannah
- 0.18 mi to center
10.0Exceptional
(71 Reviews)
4 Bedrooms
4 Baths
8 Guests
4000 ft²
Private Pool- Oceanfront
Hot Tub- Parking
US $501/Night
7 Nights - US $3,507
House
- George Town
- ·
- South Sound
- 0.93 mi to center
10.0Exceptional
(2 Reviews)
2 Bedrooms
3 Baths
6 Guests
1453.13 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $492/Night
7 Nights - US $3,444
Condo
- George Town
- ·
- Savannah
- 0.78 mi to center
10.0Exceptional
(57 Reviews)
2 Bedrooms
2 Baths
5 Guests
1000 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $514/Night
7 Nights - US $3,598
Condo
- George Town
- ·
- Savannah
- 0.80 mi to center
10.0Exceptional
(47 Reviews)
2 Bedrooms
2 Baths
6 Guests
1800 ft²
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $474/Night
7 Nights - US $3,317
Condo
- George Town
- ·
- Savannah
- 0.79 mi to center
10.0Exceptional
(36 Reviews)
2 Bedrooms
2 Baths
5 Guests
1700 ft²
- Parking
- Ocean View
- Balcony/Terrace
View
US $435/Night
7 Nights - US $3,046
Villa
- George Town
- ·
- Savannah
- 0.41 mi to center
10.0Exceptional
(33 Reviews)
8 Bedrooms
6 Baths
18 Guests
9999 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Parking
US $2,874/Night
7 Nights - US $20,116
Luxury Holiday Rentals in Grand Harbour
Over 206+ Luxury Holiday Rentals in or Near Grand Harbour
House
- George Town
- ·
- South Sound
- 0.36 mi to center
7 Bedrooms
14 Baths
16 Guests
48000 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Parking
Unlock the Best Price
New
House
- George Town
- ·
- South Sound
- 0.38 mi to center
10.0Exceptional
(5 Reviews)
7 Bedrooms
7 Baths
20 Guests
- Private Pool
- Parking
- Pool
- Ocean View
US $9,810/Night
7 Nights - US $68,671
House
- George Town
- ·
- South Sound
- 0.62 mi to center
10.0Exceptional
(26 Reviews)
6 Bedrooms
6 Baths
16 Guests
7500 ft²
- Private Pool
- Oceanfront
- Parking
- Pool
US $8,776/Night
7 Nights - US $61,434
Villa
- George Town
- ·
- South Sound
- 0.16 mi to center
10.0Exceptional
(2 Reviews)
7 Bedrooms
7 Baths
14 Guests
11000 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Parking
US $5,173/Night
7 Nights - US $36,211
House
- George Town
- ·
- South Sound
- 0.18 mi to center
4 Bedrooms
5 Baths
8 Guests
5005.22 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $3,315/Night
7 Nights - US $23,205
Condo
- Cayman Islands
- ·
- George Town
- 0.22 mi to center
3 Bedrooms
3 Baths
6 Guests
Kitchen
Air Conditioner
Internet
Pet Friendly
US $3,170/Night
7 Nights - US $22,191
Villa
- George Town
- ·
- South Sound
- 0.17 mi to center
10.0Exceptional
(1 Review)
6 Bedrooms
6 Baths
16 Guests
4763 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Parking
US $2,820/Night
7 Nights - US $19,740
Villa
- George Town
- ·
- Grand Harbour
- 0.56 mi to center
9.6Exceptional
(7 Reviews)
6 Bedrooms
4 Baths
8 Guests
2992 ft²
- Private Pool
- Parking
- Pool
- Ocean View
US $2,424/Night
7 Nights - US $16,970
Villa
- George Town
- ·
- South Sound
- 0.97 mi to center
9.5Exceptional
(4 Reviews)
4 Bedrooms
2 Baths
8 Guests
2497.23 ft²
Private Beach- Oceanfront
- Parking
- Pool
US $2,175/Night
7 Nights - US $15,225
Top-Rated Holiday Rentals with a Pool in Grand Harbour
Over 124+ The Best Private Villas and Holiday Rentals in Grand Harbour with a Pool
Hotel
- Cayman Islands
- ·
- George Town
- 0.23 mi to center
10.0Exceptional
(37 Reviews)
1 Bath
Breakfast- Parking
- Pool
- Ocean View
US $407/Night
7 Nights - US $2,846
Condo
- George Town
- ·
- Bonnie View Estates
- 0.19 mi to center
10.0Exceptional
(16 Reviews)
4 Bedrooms
3 Baths
8 Guests
3400 ft²
- Private Pool
- Oceanfront
- Parking
- Pool
US $730/Night
7 Nights - US $5,108
House
- George Town
- ·
- North Sound Estates
- 0.28 mi to center
10.0Exceptional
(13 Reviews)
1 Bedroom
1 Bath
2 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $207/Night
7 Nights - US $1,447
House
- George Town
- ·
- Savannah
- 0.91 mi to center
10.0Exceptional
(11 Reviews)
4 Bedrooms
4 Baths
10 Guests
4300 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Parking
US $1,831/Night
7 Nights - US $12,819
House
- George Town
- ·
- Patricks Island
- 1.03 mi to center
10.0Exceptional
(9 Reviews)
4 Bedrooms
3 Baths
8 Guests
3500 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
US $1,350/Night
7 Nights - US $9,449
Condo
- George Town
- ·
- Grand Harbour
- 0.41 mi to center
10.0Exceptional
(9 Reviews)
3 Bedrooms
3 Baths
6 Guests
2382 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $436/Night
7 Nights - US $3,055
Condo
- George Town
- ·
- Savannah
- 0.61 mi to center
10.0Exceptional
(4 Reviews)
4 Bedrooms
3 Baths
8 Guests
- Pool
- Kitchen
- Air Conditioner
- Internet
US $818/Night
7 Nights - US $5,729
Condo
- George Town
- ·
- Bonnie View Estates
- 0.20 mi to center
10.0Exceptional
(4 Reviews)
3 Bedrooms
2 Baths
6 Guests
2400 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $522/Night
7 Nights - US $3,657
Condo
- George Town
- ·
- Savannah
- 0.70 mi to center
10.0Exceptional
(3 Reviews)
2 Bedrooms
2 Baths
7 Guests
1600 ft²
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $440/Night
7 Nights - US $3,077
Pet-Friendly Holiday Rentals in Grand Harbour
Over 19+ Pet-Friendly Holiday Rentals in or Near Grand Harbour
Apartment
- Cayman Islands
- ·
- Seven Mile Beach
- 1.91 mi to center
10.0Exceptional
(4 Reviews)
1 Bedroom
1 Bath
2 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $453/Night
7 Nights - US $3,173
Apartment
- George Town
- ·
- Patricks Island
- 0.22 mi to center
9.7Exceptional
(10 Reviews)
1 Bedroom
2 Baths
6 Guests
602.78 ft²
- Parking
- Balcony/Terrace
- View
- Air Conditioner
US $162/Night
7 Nights - US $1,134
Apartment
- Cayman Islands
- ·
- George Town
- 0.04 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
- Parking
- Ocean View
- Balcony/Terrace
- View
US $265/Night
7 Nights - US $1,858
House
- George Town
- ·
- Newlands
- 0.19 mi to center
9.2Exceptional
(15 Reviews)
1 Bedroom
1 Bath
2 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $183/Night
7 Nights - US $1,281
House
- George Town
- ·
- Patricks Island
- 1.01 mi to center
4 Bedrooms
6 Baths
10 Guests
7502.45 ft²
- Private Beach
- Oceanfront
- Hot Tub
- Breakfast
US $1,200/Night
7 Nights - US $8,400
New
Apartment
- Cayman Islands
- ·
- George Town
- 0.34 mi to center
1 Bedroom
1 Bath
2 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $344/Night
7 Nights - US $2,405
Apartment
- Cayman Islands
- ·
- Seven Mile Beach
- 1.89 mi to center
1 Bedroom
1 Bath
2 Guests
- Air Conditioner
- Internet
- Pet Friendly
Child Friendly
US $275/Night
7 Nights - US $1,924
House
- George Town
- ·
- Grand Harbour
- 0.54 mi to center
10.0Exceptional
(3 Reviews)
4 Bedrooms
4 Baths
8 Guests
- Private Pool
- Parking
- Pool
- Ocean View
US $1,550/Night
7 Nights - US $10,847
House
- George Town
- ·
- South Sound
- 1.17 mi to center
10.0Exceptional
(2 Reviews)
4 Bedrooms
1 Bath
4 Guests
1808 ft²
- Private Pool
- Oceanfront
- Parking
- Pool
US $475/Night
7 Nights - US $3,322
Large Holiday Rentals and Private Villas in Grand Harbour
Over 23+ Large Holiday Rentals and Private Villas in or Near Grand Harbour
House
- George Town
- ·
- South Sound
- 0.65 mi to center
10.0Exceptional
(1 Review)
4 Bedrooms
4 Baths
14 Guests
3500 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
US $1,053/Night
7 Nights - US $7,369
Villa
- George Town
- ·
- Grand Harbour
- 0.57 mi to center
1 Bedroom
3 Baths
8 Guests
301.39 ft²
- Parking
- Pool
- Balcony/Terrace
- View
US $1,036/Night
7 Nights - US $7,252
Villa
- George Town
- ·
- South Sound
- 0.09 mi to center
1 Bedroom
1 Bath
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $4,950/Night
7 Nights - US $34,650
Condo
- George Town
- ·
- Grand Harbour
- 0.47 mi to center
10.0Exceptional
(1 Review)
4 Bedrooms
4 Baths
15 Guests
2020 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $559/Night
7 Nights - US $3,912
House
- George Town
- ·
- Savannah
- 0.91 mi to center
4 Bedrooms
1 Bath
10 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
US $1,708/Night
7 Nights - US $11,956
House
- George Town
- ·
- Savannah
- 0.24 mi to center
9.8Exceptional
(55 Reviews)
5 Bedrooms
3 Baths
12 Guests
5500 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Parking
US $941/Night
7 Nights - US $6,588
New
House
- George Town
- ·
- Grand Harbour
- 0.66 mi to center
4 Bedrooms
4 Baths
12 Guests
- Air Conditioner
- Internet
Laundry
Bedding/Linens
US $1,530/Night
7 Nights - US $10,712
Villa
- George Town
- ·
- South Sound
- 0.22 mi to center
10.0Exceptional
(45 Reviews)
6 Bedrooms
6 Baths
16 Guests
5500 ft²
- Private Pool
- Hot Tub
- Breakfast
- Pool
US $3,778/Night
7 Nights - US $26,445
House
- George Town
- ·
- South Sound
- 0.17 mi to center
10.0Exceptional
(12 Reviews)
7 Bedrooms
7 Baths
20 Guests
6500 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Parking
US $4,965/Night
7 Nights - US $34,755
Wheelchair Accessible Holiday Homes in Grand Harbour
Over 45+ Wheelchair Accessible Holiday Homes in or Near Grand Harbour
US $1,153/Night
7 Nights - US $8,069
Hotel
- Cayman Islands
- ·
- George Town
- 0.18 mi to center
10.0Exceptional
(3 Reviews)
11 Baths
877.75 ft²
- Oceanfront
- Breakfast
EV Charge Station- Parking
US $339/Night
7 Nights - US $2,371
US $1,153/Night
7 Nights - US $8,069
US $873/Night
7 Nights - US $6,109
US $873/Night
7 Nights - US $6,109
US $873/Night
7 Nights - US $6,109
US $873/Night
7 Nights - US $6,109
US $822/Night
7 Nights - US $5,757
US $822/Night
7 Nights - US $5,757
Grand Harbour Private Villas and Holiday Homes Under $200
Over 14+ Grand Harbour Private Villas and Holiday Homes Under $200
Apartment
- George Town
- ·
- Patricks Island
- 0.50 mi to center
10.0Exceptional
(7 Reviews)
1 Bedroom
1 Bath
2 Guests
415 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $183/Night
7 Nights - US $1,284
House
- George Town
- ·
- Patricks Island
- 0.36 mi to center
8.0Excellent
(1 Review)
1 Bedroom
1 Bath
2 Guests
- Parking
- Pool
- Balcony/Terrace
- Air Conditioner
US $80/Night
7 Nights - US $560
Apartment
- Cayman Islands
- ·
- George Town
- 1.61 mi to center
9.6Exceptional
(4 Reviews)
1 Bedroom
1 Bath
3 Guests
- Air Conditioner
- Internet
- Child Friendly
- Laundry
US $163/Night
7 Nights - US $1,140
Apartment
- George Town
- ·
- Patricks Island
- 0.64 mi to center
1 Bedroom
2 Baths
5 Guests
1722.23 ft²
- Parking
- Air Conditioner
- Internet
- Child Friendly
US $102/Night
7 Nights - US $714
House
- George Town
- ·
- Patricks Island
- 0.43 mi to center
8.4Excellent
(31 Reviews)
1 Bedroom
1 Bath
3 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $172/Night
7 Nights - US $1,204
New
Apartment
- George Town
- ·
- Patricks Island
- 0.80 mi to center
2 Bedrooms
2 Baths
4 Guests
- Air Conditioner
- Internet
- Child Friendly
- Laundry
US $180/Night
7 Nights - US $1,259
Apartment
- George Town
- ·
- Newlands
- 0.38 mi to center
10.0Exceptional
(2 Reviews)
3 Bedrooms
2 Baths
8 Guests
1120 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $172/Night
7 Nights - US $1,204
Apartment
- George Town
- ·
- Newlands
- 0.27 mi to center
9.8Exceptional
(12 Reviews)
1 Bedroom
1 Bath
3 Guests
217 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
US $120/Night
7 Nights - US $840
Condo
- Cayman Islands
- ·
- Seven Mile Beach
- 1.88 mi to center
7.6Very Good
(4 Reviews)
1 Bedroom
1 Bath
2 Guests
- Parking
- Pool
- Kitchen
- Air Conditioner
US $187/Night
7 Nights - US $1,309
Instantly Bookable Holiday Homes in Grand Harbour
Over 95+ Instantly Bookable Holiday Homes in or Near Grand Harbour
House
- George Town
- ·
- North Sound Estates
- 0.22 mi to center
10.0Exceptional
(26 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Oceanfront
- Hot Tub
- Parking
- Ocean View
US $350/Night
7 Nights - US $2,451
House
- George Town
- ·
- South Sound
- 0.17 mi to center
7 Bedrooms
1 Bath
20 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Parking
US $4,890/Night
7 Nights - US $34,231
Condo
- Cayman Islands
- ·
- George Town
- 0.35 mi to center
10.0Exceptional
(10 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $499/Night
7 Nights - US $3,496
Condo
- George Town
- ·
- South Sound
- 0.94 mi to center
10.0Exceptional
(5 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Air Conditioner
- Internet
- Child Friendly
- Laundry
US $465/Night
7 Nights - US $3,255
Condo
- Cayman Islands
- ·
- George Town
- 0.40 mi to center
10.0Exceptional
(3 Reviews)
2 Bedrooms
2 Baths
8 Guests
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
US $491/Night
7 Nights - US $3,437
House
- Cayman Islands
- ·
- George Town
- 2.27 mi to center
10.0Exceptional
(2 Reviews)
2 Bedrooms
1 Bath
8 Guests
2222 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $1,026/Night
7 Nights - US $7,180
Condo
- Cayman Islands
- ·
- George Town
- 0.42 mi to center
10.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
6 Guests
1589 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $425/Night
7 Nights - US $2,975
Condo
- George Town
- ·
- Grand Harbour
- 0.56 mi to center
10.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
6 Guests
1000 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $408/Night
7 Nights - US $2,857
House
- George Town
- ·
- Patricks Island
- 0.09 mi to center
10.0Exceptional
(1 Review)
3 Bedrooms
2 Baths
8 Guests
- Hot Tub
- Ocean View
- Balcony/Terrace
- View
US $467/Night
7 Nights - US $3,270
Book a Last Minute Place to Stay in Grand Harbour
About Casai's Private Villas and Holiday Rentals in Grand Harbour
Discover more than 215 vacation rentals available in Grand Harbour. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Grand Harbour.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Grand Harbour, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Grand Harbour. On average, places to stay near Grand Harbour offer 1409.85 ft², with nightly prices averaging US $952.
With Casai, finding and comparing holiday rentals in Grand Harbour is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
Show more
Show less
Top Accommodation Types in Grand Harbour
| Type | Count |
|---|---|
| Vacation Homes | 60 |
| Holiday Apartments | 56 |
| Villas | 17 |
| Cottages | 1 |
Use these Quick Filters to Find a Holiday Rental in Grand Harbour
★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Grand Harbour.
Top Attractions Around Grand Harbour, KY
Casai offers a large selection of top attractions around Grand Harbour . Research things to do on your vacation before you visit Grand Harbour.
Frequently Asked Questions About Grand Harbour?
What are the top holiday rentals in Grand Harbour?
With numerous options available in Grand Harbour, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Grand Harbour:
- Vitamin Sea - Beachfront and ground floor at Coral Bay
- Savhaven - 4 Bed, 4 Bath with Pool, Sleeps 8 (2 minutes away from Spotts Beach)
- Villa SeaRenity ~ Beachfront Elegance & Personalized Service
- Kings Landing Cayman, A Quiet Beach Escape.
- ONE GT Grand Cayman
- Hits the Spotts: Your Tranquil Island Retreat
- Oceans Edge SeaSide Estate is a stunning private villa right on the clifftop!
- Tatenda 6 Bedroom Villa: Heated Pool, Balcony Suites
- Spacious Open Concept Large family house with 3 bedrooms. Amazing space.
- Mahogany Villa 2-A - 4BR Canal Front Villa & Pool | Sea Haven
How many holiday rentals have private pools in Grand Harbour?
Discover a selection of holiday rentals with private pools near Grand Harbour with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.
- Cayman Famous Seven Mile Beach Sunset Cove corner unit-RIGHT ON BEACH STEPS AWAY
- KEMPA CARIBE a KEMPA destination
- Sprat Bay Luxury Villa
- Villa Mora: Luxe Beachfront Villa w/ Backyard Snorkeling, Pool, Spa + Outdoor Kitchen
Which holiday homes in Grand Harbour are best for families?
If you're searching for a family-friendly holiday home in Grand Harbour, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Grand Harbour:
- Cozy 1-Bed, Pool + Sea and Dining close by
- Cassava Point Villa 4D - 3BR Oceanfront at Sea Haven
- Beachfront 2BR Condo on Private Spotts Beach
How many Casai.com holiday rentals are available in Grand Harbour?
As of 2026, Casai boasts over 215 properties listed in the Grand Harbour area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Grand Harbour.
Nearby Neighborhood (1)
| Neighborhood | Property Count |
|---|---|
| South Sound Vacation Rentals in George Town | 356 |
Map
