Merrywing Bay Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Merrywing Bay vacation rentals

Ceblue Luxury Villas

Ceblue Luxury Villas
5.0 star property
The Valley
10.0 out of 10, Exceptional, (7 reviews)
"Very friendly staff "
United States
Ahymara
The price is CA $1,087
CA $1,375 total
includes taxes & fees
Jun 1 - Jun 2
Ceblue Luxury Villas

West End Bay Condos

West End Bay Condos
3.0 star property
West End Village
9.8 out of 10, Exceptional, (6 reviews)
"Very comfortable with many thoughtful touches. Highly recommend!"
United States
Simone
The price is CA $263
CA $337 total
includes taxes & fees
May 10 - May 11
West End Bay Condos

Deany's UpTop Luxury Suite

Deany's UpTop Luxury Suite
The Valley
The price is CA $273
CA $425 total
includes taxes & fees
May 11 - May 12
Deany's UpTop Luxury Suite

Stunning Seaside Beach, Breeze, Cozy, Studio Condo on Sandy Hill Beach

Stunning Seaside Beach, Breeze, Cozy, Studio Condo on Sandy Hill Beach
The Valley
10.0 out of 10, Exceptional, (2 reviews)
"The place was wonderful and the hosts were great would definitely stay with them again "
United States
Richard S.
The price is CA $246
CA $327 total
includes taxes & fees
May 12 - May 13
Stunning Seaside Beach, Breeze, Cozy, Studio Condo on Sandy Hill Beach

Modern Smart Suite w/ free fast WIFI & 5 min beach access

Modern Smart Suite w/ free fast WIFI & 5 min beach access
George Hill
8.8 out of 10, Excellent, (8 reviews)
"Perfect and comfy get away spot! "
United States
iesha
The price is CA $135
CA $204 total
includes taxes & fees
May 11 - May 12
Modern Smart Suite w/ free fast WIFI & 5 min beach access

Fountain Anguilla

Fountain Anguilla
3.5 star property
Shoal Bay
9.0 out of 10, Wonderful, (73 reviews)
"Property was VERY clean. We have been to almost every island in the Caribbean and we will usually see bugs in the domiciles but. Not once did we see a bug. The entire staff were very friendly. Check in was smooth and check out was unremarkable. We had an excellent stay and would definitely return. Anguilla is a beautiful island!"
United States
Jeffrey E.
The price is CA $186
CA $411 total
includes taxes & fees
May 11 - May 12
Fountain Anguilla

Fortune Estate East (Rental Car Available)

Fortune Estate East (Rental Car Available)
Alabama
10.0 out of 10, Exceptional, (1 review)
"The apartment was very modern and well kept. Home away from home. Very comfortable. TV in the bedroom and livingroom. AC in the bedroom and livingroom area to keep cool. The staff were extremely hospitable."
United States
bianca
The price is CA $191
CA $343 total
includes taxes & fees
May 11 - May 12
Fortune Estate East (Rental Car Available)

Clean & comfy spacious-1 Bdrm condo w/free fast WIFI & 5 mins to beach

Clean & comfy spacious-1 Bdrm condo w/free fast WIFI & 5 mins to beach
George Hill
9.4 out of 10, Exceptional, (3 reviews)
"The hosts we're helpful and supportive in every way...the place was roomy and very efficient in every way...loved the location center to any place you want to go with grocery store 10 min walk away...highly recommend this place"
Canada
Josie R.
The price is CA $148
CA $245 total
includes taxes & fees
May 11 - May 12
Clean & comfy spacious-1 Bdrm condo w/free fast WIFI & 5 mins to beach

Cozy one bedroom studio

Cozy one bedroom studio
Sea Rocks
9.8 out of 10, Exceptional, (9 reviews)
"Great place with washer and dryer. Really close to Shoal Bay. Best French bakery near apartment."
United States
LEHANG
The price is CA $191
CA $261 total
includes taxes & fees
Jun 3 - Jun 4
Cozy one bedroom studio

Charming 1-bedroom apartment with AC, WiFi in Tackling - Car Rental Available

Charming 1-bedroom apartment with AC, WiFi in Tackling - Car Rental Available
North Side
9.4 out of 10, Exceptional, (3 reviews)
"Very clean and nice place. Hosts Allyn and Kate are very polite and professional. Definitely I recommend this place to everyone."
United States
Celso
The price is CA $185
CA $226 total
includes taxes & fees
May 11 - May 12
Charming 1-bedroom apartment with AC, WiFi in Tackling - Car Rental Available

OUR STUDIO APARTMENTS COMES EQUIPPED WITH ALL ESSENTIAL NEED

OUR STUDIO APARTMENTS COMES EQUIPPED WITH ALL ESSENTIAL NEED
THE VALLEY
8.8 out of 10, Excellent, (5 reviews)
"The property is great for a quiet getaway, as the area is very secluded and safe . All essentials were in the room ."
United States
Sheena C.
The price is CA $164
CA $191 total
includes taxes & fees
May 11 - May 12
OUR STUDIO APARTMENTS COMES EQUIPPED WITH ALL ESSENTIAL NEED

AIR Residence relax in your home away from home centrally located on Anguilla

AIR Residence relax in your home away from home centrally located on Anguilla
The Valley, Anguilla
9.6 out of 10, Exceptional, (4 reviews)
"Quiet place. Great host. Highly recommend. "
United States
Daniel M.
The price is CA $82
CA $345 total
includes taxes & fees
May 11 - May 12
AIR Residence relax in your home away from home centrally located on Anguilla

Royal Palms Hotel

Royal Palms Hotel
3.5 star property
South Hill
9.0 out of 10, Wonderful, (67 reviews)
"The spacious balcony offered a view of Saint Martin in the distance. It was wonderful to sit outside in the morning with our coffee."
Canada
Barbara
The price is CA $205
CA $260 total
includes taxes & fees
May 11 - May 12
Royal Palms Hotel

Turtles Nest Beach Resort 

Turtles Nest Beach Resort 
3.0 star property
West End Village
9.2 out of 10, Wonderful, (197 reviews)
"Great place"
United States
Christian
The price is CA $430
CA $508 total
includes taxes & fees
Jun 2 - Jun 3
Turtles Nest Beach Resort 

Luxury 4 Bedroom, 7 Bathroom Villa on Shoal Bay, Anguilla

Luxury 4 Bedroom, 7 Bathroom Villa on Shoal Bay, Anguilla
Shoal Bay
10.0 out of 10, Exceptional, (5 reviews)
"Everything was amazing. The staff made the stay a notch above, the home was beautiful, everything needed or wanted was provided. "
United States
Jill A.
The price is CA $1,913
CA $2,621 total
includes taxes & fees
May 11 - May 12
Luxury 4 Bedroom, 7 Bathroom Villa on Shoal Bay, Anguilla

1 Bedroom- 2 mins to Savannah Bay

1 Bedroom- 2 mins to Savannah Bay
The Valley
The price is CA $234
CA $410 total
includes taxes & fees
May 17 - May 18
1 Bedroom- 2 mins to Savannah Bay

Stunning 6 bedroom waterfront villa with wooden dock

Stunning 6 bedroom waterfront villa with wooden dock
Little harbour
10.0 out of 10, Exceptional, (2 reviews)
"Was an absolute wonderful experience from beginning to end. Not a single complaint. Beautiful home with beautiful views. Would recommend "
United States
Matt T.
The price is CA $3,143
CA $4,306 total
includes taxes & fees
May 11 - May 12
Stunning 6 bedroom waterfront villa with wooden dock
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Merrywing Bay Hotel Reviews

Find out more about Merrywing Bay

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation 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 or room. 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 vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . 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 . Seeing all the best attractions is bound to make you fall in love with Merrywing Bay. Who knows, you may even be tempted to extend your vacation rental 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 vacation 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 short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find vacation rentals in Merrywing Bay?

Yes, there are vacation rentals close to the most popular local attractions in Merrywing Bay, or you can go with a more remote option if you're looking for a relaxing stay.

What are some of the best vacation home rentals in Merrywing Bay?

White Sands Anguilla: Located near Merrywing Bay, this vacation home rental is located near the beach and has a terrace, a garden, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a dishwasher, and a stovetop. You and your friends and family can relax into your vacation with amenities like a selection of games.

What can I see and do in Merrywing Bay?

Get outdoors into nature at a spot like Cove Bay, or visit other top attractions such as Maho Beach. Rendezvous Bay Beach and Meads Bay are a couple of places you'll find in the larger area.

What are vacation rentals like in Merrywing Bay?

Vacation rentals are privately owned properties you can stay in for several days or longer in Merrywing Bay. Vacation rentals offer extras like laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of security away from shared hotel elevators and lobbies packed with people while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental an attractive choice for a small group gathering.