Greenwich Holiday Rentals

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Holiday Rentals in Greenwich

The Atrium Resort
3.5 star property
8.2 out of 10, Very good, (152)
"Great stay, peaceful not too far from the action but you’ll need your own transportation. "
The Atrium Resort
H2O LifeStyle Resort
4.0 star property
9.4 out of 10, Exceptional, (54)
"This property is amazing and extremely quiet clean and beautiful I would definitely visit and stay here again"
The price is NZ$973
includes taxes & fees
6 Jun - 7 Jun
H2O LifeStyle Resort
The Tuscany on Grace Bay
4.0 star property
10.0 out of 10, Exceptional, (148)
"Extremely convenient stay with all the luxuries we could want. We could hear and see the beach right in front of our balcony. We could walk to the pool and the beach with minimal steps. Some Pool and beach floaties are provided as well as beach towels. They give you a local phone to use if needed. The place was a condo but they also had housekeeping daily. During the day the restaurant next door does rounds and takes orders for food and drinks they will deliver to your chair. I would definitely...
The Tuscany on Grace Bay
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The Venetian on Grace Bay
4.0 star property
9.8 out of 10, Exceptional, (63)
"Liked that it was away from other busy hotels, which we intentionally wanted, but did require a 30 minute walk or a taxi ride at $6-$20 per person, depending on time of day/night to get to busier area with restaurants and casino. "
The Venetian on Grace Bay
Checkers Vacation Homes
3.0 star property
7.0 out of 10, Good, (32)
"Very quiet and clean "
Checkers Vacation Homes
Oceanfront Paradise! Villa with Pool,Beach,gameroom,rooftop lounge w/kitchen.
9.4 out of 10, Exceptional, (22)
"the beach was secluded and wonderful and michael was an absolute joy!"
The price is NZ$3,968
includes taxes & fees
9 Jun - 10 Jun
Oceanfront Paradise! Villa with Pool,Beach,gameroom,rooftop lounge w/kitchen.
Villa Tropica - Near Grace Bay Beach - Newly Remodeled
10.0 out of 10, Exceptional, (110)
"Communication with property manager was excellent! The home was absolutely incredible. We had a group of five couples. The layout of the home fit our group perfectly. The pool area was amazing. House was stocked with essentials that lasted us the week. Need towel racks or hooks in the upstairs bathroom. No place to hang wet towels. Other than that, no complaints. Highly recommend this home!!"
Villa Tropica - Near Grace Bay Beach - Newly Remodeled
Bambarra Sands Cottage: Private beach house on Bambarra Beach, Middle Caicos
10.0 out of 10, Exceptional, (93)
"This was the perfect out of the way hideaway to enjoy some time away, live the adventure and see the island as they are."
Bambarra Sands Cottage: Private beach house on Bambarra Beach, Middle Caicos
Private Oasis with Pool
9.6 out of 10, Exceptional, (87)
"We had a great time at Hummingbird Villa! The house was very clean and comfortable. We worked remotely on 2 of our days there and the WiFi worked very well with no issues. The pool was a nice, cool break from the heat and we were very grateful for the umbrellas outside as well."
Private Oasis with Pool
LUXURY BEACHFRONT Villa on EXQUISITE BEACH, crystal WATER. IN SANDCASTLE ESTATES
9.8 out of 10, Exceptional, (17)
"Friends and I rented this house, there was a mix of couples and singles. We had an absolutely amazing time! Jessica (host) made this trip smooth and easy. Information was provided on all the local events, activities. We checked out a few of the beaches but found the beach where we were staying to be the best! The house is absolutely beautiful! Gorgeous view. Definitely recommend this place and can’t wait to go back!"
LUXURY BEACHFRONT Villa on EXQUISITE BEACH, crystal WATER. IN SANDCASTLE ESTATES
Stunning views of Dragon Cay on Middle Caicos with your own private pool!
10.0 out of 10, Exceptional, (33)
"The house is very secluded and out the way the local store is a good 20 minutes away. It’s a lot of stuff I wish I knew before hand like each person would require $65 ferry to get to the beach house. The ferry stops at 5 so there is no way to enjoy the main islands night life while staying at this home. 3 bedrooms but 1 is separate from the main house and has poor WiFi no tv and no shower. We were advised not to take long showers because water is limited. While on vacation after being on the...
Stunning views of Dragon Cay on Middle Caicos with your own private pool!
Located in the Heart of Grace Bay and 15 Min Walk from the #1 Grace Bay Beach
9.4 out of 10, Exceptional, (49)
"The accommodations were perfect. The location was quiet, safe and within walking distance of restaurants, shops and beach. The pool and property were nicely maintained. The property manager Fay was attentive and quick to help in anyway she could."
Located in the Heart of Grace Bay and 15 Min Walk from the #1 Grace Bay Beach
#1 Reviewed Pristine Private Beachfront Villa, Full Laundry & Kitchen, WiFi, A/C
9.8 out of 10, Exceptional, (111)
"We visited in May 2024, thouroughly enjoyed our stay and on and North & Middle. * Excellent beach access, hammocks, views, wrap around porch w/ tables and chairs, etc. * House was very well equipped (great kitchen, bath, A/C, ceiling fans, etc.)"
#1 Reviewed Pristine Private Beachfront Villa, Full Laundry & Kitchen, WiFi, A/C
Cozy Beach House 2 on Kite Boarding Beach. Silver Palm Cottage #2
9.8 out of 10, Exceptional, (138)
"What an incredible place. Right on the beach in pretty much your own private cove, pictures don’t do justice as to how beautiful this is. We had some overcast days and some wind which was expected. Way awesome watching the kite surfers. The few days where it cleared up and the wind died down, not sure you can find anything better. Quiet, tranquil, absolutely stunning. Wesley and Tatum stopped by to welcome us, Ben was there if you needed anything and gladly did a couple of fires for us. The...
Cozy Beach House 2 on Kite Boarding Beach. Silver Palm Cottage #2
Delancy's Cottage
9.0 out of 10, Wonderful, (14)
"Little distance but nice and quiet"
Delancy's Cottage
Aqua Del Rose 1 Bed Cottage
9.6 out of 10, Exceptional, (11)
"Beautiful property. As someone else mentioned it isn’t 5 star luxury, but the views and the proximity to the beach is perfection. It is a little run down, but that didn’t bother us. We didn’t spend much time inside. We enjoyed our coffee on the porch starting at stunning views."
Aqua Del Rose 1 Bed Cottage
Caicos Cottage, 2bd/2bath Beachfront Villa w/pool on Whitby Beach
10.0 out of 10, Exceptional, (37)
"Loved this home on North Caico's. Very quiet location directly on the beach with a great porch and backyard to take in all the sights and sounds of the ocean. Comfortable, varied furniture to find your perfect place to unwind. Enjoyed morning beach walks and afternoon swims. Could walk to Barracudas restaurant for lunch, happy hour or dinner. Enjoyed the lack of crowds. The house was perfect and well appointed. Mac was so accommodating without interfering. Gave us great recommendations for...
Caicos Cottage, 2bd/2bath Beachfront Villa w/pool on Whitby Beach
Island Escape- Long Bay Beach , private pool
10.0 out of 10, Exceptional, (32)
"Great property. The pool and outdoor space were so private. Location was great and easy ride to Grace Bay. Highly recommend."
Island Escape- Long Bay Beach , private pool
Newly Constructed Villa! 5/BR in Long Bay Community, steps from the beach
10.0 out of 10, Exceptional, (2)
"Our stay was really incredible and I hope to go back again next year. We had to navigate a few kinks but the property manager was responsive to our needs and very kind. The house is very spacious and has an amazing kitchen and gathering areas inside and outside of the house. I loved the beverage refrigerator, very nice added touch. As far as location, depending on what you are looking for, it is away from the noise of the tourist area but within 10-15 minutes drive of anywhere you want to go on...
Newly Constructed Villa! 5/BR in Long Bay Community, steps from the beach
Private Waterfront Villa & Guesthouse with compact rental car included.
9.8 out of 10, Exceptional, (28)
"The property is lovely, stunning view, gorgeous sunrise. We spent many hours in the pool area. So many beaches, all a bit different, just a short ride away. Middle Caicos is a must visit. Kadra,the host, is knowledgeable, friendly and quick to respond to questions and requests. A great 3 day get away."
Private Waterfront Villa & Guesthouse with compact rental car included.
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other types of properties in Greenwich you may be interested in

Ocean Club Resort
3.5 star property
9.4 out of 10, Exceptional, (1000)
"The resort was very accommodating and the people very very nice "
The price is NZ$708
includes taxes & fees
5 Jun - 6 Jun
Ocean Club Resort
Royal West Indies Resort
4.0 star property
9.4 out of 10, Exceptional, (1003)
"Clean, nice sand beach, quality food"
Royal West Indies Resort
The Ritz-Carlton, Turks & Caicos
5.0 star property
8.6 out of 10, Excellent, (184)
"We loved our stay!!! Service/staff was great, rooms were beautiful, spacious and clean, the property is so pretty, the beach was amazing, and the food was excellent! BLT steakhouse is on the property and it was AMAZING! The pools are also really nice but my kids were too big for the kid’s pool (9&12 years old) and you have to be 18 to go in the adult pool so that was the only downfall. I highly recommend it here and would definitely stay again! "
The price is NZ$1,859
includes taxes & fees
16 Jun - 17 Jun
The Ritz-Carlton, Turks & Caicos
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Greenwich holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Greenwich. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Greenwich. Seeing all the best attractions is bound to make you fall in love with Greenwich. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Greenwich short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in Greenwich?

Yes, there are holiday rentals close to the most popular sights in Greenwich, or you can select a more secluded option if you're looking for a relaxing stay.

How many holiday rentals are there in Greenwich?

Expedia has 117 holiday rentals for your stay in Greenwich.

What’s there to see and do in Greenwich?

While you're exploring the area, Three Mary Cays and Sandy Point Beach are a couple of picturesque spots to get outside and enjoy nature. Parrot Cay Beach and Mudjin Harbor Beach are a couple of places you'll find in the wider area.

What’s a holiday rental in Greenwich like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Greenwich. Holiday rentals offer extras like kitchens and laundry facilities so you'll have a home away from home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of security away from public hotel lifts and busy lobbies while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great option for a small group gathering.

Recent reviews of Greenwich properties
Expedia verified reviews