
Holiday rentals with a pool in Anguilla
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Top-rated rentals with a pool in Anguilla
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House rentals with a pool

Jasmine Villa,Meads Bay, Anguilla, BWI
Jasmine Villa is an amazing place to stay in Anguilla. Don and Tracey were very accommodating and kind hosts. The amenities in the house were countless (vitamix, nespresso, top of the line appliances, Alexa, outdoor speakers, board games, snorkel gear, ...so much more!) - Anything we could think of was in the house. The pool onsite is great when lounging and need to cool off. My biggest concern was that we weren't on the beach, but Meads bay is a 3 min walk down a secluded path, so that erased my beach concern! There are tons of places to eat on Meads bay too, so lots of lunch/dinner options were walkable. The sunsets from the top balcony were unbelievable each night as well...I could go on and on about all the good things about our stay at Jasmine Villa!! If your looking for a beautiful, clean, quite, and well equipped villa I would highly suggest Jasmine Villa. Thanks Don and Tracey for such a great relaxing week!

Swim, Sun, Fun Central Location
We had a hard time finding the place but Samuel was very helpful and responsive. He stayed with us on the phone until we arrived. The pool house is listed in Google maps if you need to find it more easily. When we arrived the property is beautiful! Acres to the pool from the bedroom was wonderful. We loved our stay and would definitely come back!

Your Anguilla Home! Homeaway from home-AI
Akira was very responsive, the place was clean & very well put together. Was very pleased with the hospitality and would recommend to those seeking to visit Anguilla! 5/5

Luxury Vacation Home with Pool!
Felicia was a very warm and accommodating host. We had a problem with one of the beds the first night and she had it resolved quickly. One of the teens in our group got very sick on our last day and she couldn't have been more gracious and accommodating. The place was spacious and the beds were very comfortable. Seafeathers is a beautiful part of the island.

Lockrum Point Villa Oceanside 2bdrm/2bath w/ Pool
Lockrum Point is a beautiful home with everything you need for a comfortable vacation. The pictures really don't do it justice. The house is beautiful and the view is spectacular. It is set off the main road, but well-marked (by Caribbean standards) and it is very private and secluded. We felt very safe at all times. Sue was very responsive and answered all of my (many) questions. Her manager, Marcia, is wonderful as well. Thank you for the "goodies" upon check-in. We loved the pool and the outdoor shower and sitting on the pool deck at night counting stars.

Beautiful 3 bed Villa
We had a fabulous stay at Splash again this year! Love the location and the space is very comfortable for us. It’s great to have a pool, and the house is close to a couple of our favorite beaches. Communications with the owner and the local caretaker were great, they are very responsive and helpful. Looking forward to returning again next year.

Zirok Villa Shoal Bay
Beautiful villa and pool! Very peaceful and private. Had so many thoughtful amenities, everything you would need for an easy stay. Extra towels, beach towels, everything you would need in a kitchen. Professionally done! Sparkling clean! This is a new villa so all furniture and linens were in great shape. Beach and few beachside restaurants are a 10min walk away. Definitely glad we rented a car to explore the rest of the island, would definitely recommend a rental car. Host was super responsive and accommodating. Would definitely come back and recommend to my friends and family.

Ocean Front Villa in Island Harbour, Anguilla BWI
Richard was an excellent host, very communicative before and during our stay, extremely accommodating and kind when we had a last minute scheduling issue due to illness...definitely one of the best hosts we've had in our many airbnb stays! The villa was also great, top floor suite is wonderful with a private rooftop balcony overlooking the water, and balcony and views from the main floor are also amazing!! The kitchen is very well stocked, had everything we needed and more. This villa was the perfect place to start and end each day in Anguilla. There is also a great little spot that makes delicious fresh seafood pasta right up the street (called Lime Keel, perfect for takeout to enjoy at the villa), and other good restaurants hidden in plain site in the town of Island Harbour and throughout the island.
Condo rentals with a pool

Fountain Anguilla Partial Ocean View 2 Bed 2 Bath
Amazing location, short walk and even shorter drive to Shoal Bay Beach. Stay included beach passes for 2 lounge chairs and an umbrella at Tropical Sunset, which was a delicious and very friendly beach bar and grill. The space itself was beautiful and spacious for a group of 6 26- year olds. Also great location for families. I do recommend renting a vehicle to travel the island but it is not needed to the beach, unless you’re traveling with someone who can’t easily walk. Overall, HIGHLY RECOMMEND!

4 Bedroom/ 4 Bath- Sleeps 12 Pool View Condo Combo
excellent place I would definitely go back

Fountain Anguilla Ground Fl Ocean view- Sleeps 6!
Overall, we had a great stay! The unit was clean and spacious - didn't realize that we would have housekeeping each day which was a huge plus. The staff was SO friendly and accommodating and we loved their suggestions on beaches to visit (favs were rendezvous bay and meads bay). Kitchen had everything we needed (pots, pans, paper towels, utensils, etc.). Lots of nice, local restaurants nearby. A little farther from the beach than I thought - but peaceful and a great trip!

Sapphire Sea Penthouse Condo
Lisa's condo was very spacious and meticulously clean. It is quiet with incredible ocean views. Kitchen had a complimentary 5 gallon water jug and starter kitchen basics. Lisa was very responsive to our questions and even found a reputable children's agency that would rent a pack n play for our son. The only negative is a terrible bumpy unpaved 0.5 miles of a back road leading to the condo: use a high profile SUV if you must. Otherwise, we loved staying in this home away from home.

Ocean View Shoal Bay 1 Bedroom Condo
Loved Anguilla and the Fountain property! Perfect location! The host and Fountain management and staff were attentive and informative; and made our stay completely enjoyable. Would go back there in a heartbeat.

Anguilla Two Bedroom Condo in The Farrington
Beautiful view with amazing sea breeze and super sweet and helpful on site management.

Ocean View 2 Bedroom Condo- 2 Private King Suites!
The place was really nice. It was easy to get around and our host was super responsive and helpful.

Ocean Terrace Condo
One of the best vacation lodging decisions we've ever made. Sam's condo with a private pool is immaculate and adorable. This is perfect for a couple or family with kids. We had a great stay. We felt safe and the house was exactly as pictured. A complete kitchen gives you the option to cook although with all of the good food on the island - it is tempting not to cook. The grounds are lovely with beautiful flowering trees and palms. Paula was a great host! We have nothing but praise for this beautiful place. And we hope to return soon.
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