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Holiday houses in Guana Key

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Top-rated holiday rentals in Guana Key

Guests agree: these stays are highly rated for location, cleanliness and more.

Superhost

Condo in Simpson Bay

4.78 out of 5 average rating, 157 reviews

Oceanfront w private Pool | Beach 1 street away

CrystalRating, 5 stars3 weeks ago
Jean’s place was amazing. The picture really didn’t do it justice. Literally stood by the window taking the view in before leaving because I couldn’t get enough. I recommend staying here and would come back
Guest favourite

Home in Sint Maarten

5 out of 5 average rating, 21 reviews

Ocean View Villa-Indigo Bay W/Private Pool/0 Steps

RtRating, 5 stars3 weeks ago
We stayed for a girl's trip and had a WONDERFUL trip!!! The hosts were very accommodating and Danielle, the house manager, was so helpful. The decor is beautiful and well stocked for all of our needs. We retained the services of Chef Phillip on the first night so we didn't have to worry about dinner. Chef made a FANTASTIC dinner. ..we highly recommend. The house is in a more private/quiet area of the island, but it was so easy to get transportation to and from the more lively areas. We would absolutely stay again.
Guest favourite

Condo in Simpson Bay

5 out of 5 average rating, 24 reviews

Beachfront Caribbean Breeze in Paradise, SXM

JamieRating, 5 stars2 weeks ago
Highly recommend staying here! The condo is exactly as pictured. We loved being able to cook breakfast each day before we headed out and also grilled fresh fish one night that we picked up from the Simpson Bay fish market. We visited with several of the other guests at the pool and loved floating on the pool noodles at the beach. Mary’s Boon is a quick walk to the right and to the left down by sail boat on the beach was good snorkeling. We rented a Jeep and explored the whole island and were happy we chose this location. Sylvia also responded quickly to a couple questions we had which was much appreciated!
Guest favourite

Home in Marigot

5 out of 5 average rating, 6 reviews

Sweet Home on the Beach.

ObengRating, 5 stars5 months ago
Absolutely stunning place! This stay offered so much! Great location and beautiful ocean view just off the living room. Sunrises and sunsets were absolutely beautiful. The place looks exactly as advertised. Gated beach house complex, clean, access to a tennis court and pool. The pool is literally next door and was clean and usually quiet. Couple minutes away from downtown Marigot (great restaurants and shops) and the ferry! Highly recommend booking a ferry to Anguilla or St. Barths! Also about 10-15 min drive away from the infamous Maho beach and Mullet Bay beach - my absolute favourite💖 Overall we couldn’t have been happier. Thanks again Veronique!☺️
Guest favourite

Home in Cul-de-Sac

5 out of 5 average rating, 20 reviews

Waterfront property with water access & kayaks

LoriRating, 5 stars2 weeks ago
Our family loved everything about this home and location! Easy to find fantastic restaurants. Gorgeous beaches nearby! Kayaking right out the back door to Pinel Island was sooo much fun! It was an amazing trip from start to finish! Melissa and Nina took care of every detail and were fabulous hosts. We were very sad to leave. We HIGHLY recommend!!
Guest favourite

Condo in Collectivity of Saint Martin

5 out of 5 average rating, 12 reviews

Bora Bora, on the beach, sea view 2 to 4 people

NeilRating, 5 stars2 months ago
This was an absolutely gorgeous apartment with everything in pristine condition and very tastefully decorated. It had everything we needed and more than we needed. Francoise was a fantastic host and his assistant Rachel were the best team I have so far encountered in my AirBnB experience. They supercharged our vacation and made it extremely special and memorable. Thank you, thank you.
Superhost

Apartment in Upper Prince's Quarter

4.75 out of 5 average rating, 12 reviews

The Tree House SXM

StevenRating, 5 stars2 weeks ago
The apartment was as listed - clean, safe and comfortable with basic kitchen supplies. There’s a nice patio area overlooking the hill side with great views of the area and the ocean. We really enjoyed seeing the monkeys, iguanas, chickens and other wildlife around the area. It was a quick and easy drive into Philipsburg for dinner and supplies and although there were two flights of stairs to the apartment, we didn’t mind and the view was well worth it. It was just what we were looking for!
Superhost

Home in Les Terres Basses

5 out of 5 average rating, 5 reviews

Villa Ellia - Modern luxury in St Martin FWI

FabriceRating, 5 stars8 months ago
Great place , great host 10/10 experience definitely recommend
Superhost

Apartment in Collectivity of Saint Martin

4.91 out of 5 average rating, 11 reviews

Just in paradise with lagoon's view

RemiRating, 5 stars11 months ago
Thanks for your availability
Guest favourite

Home in Phillipsburg

4.94 out of 5 average rating, 33 reviews

Villa Fleur de Mer Endless Ocean view /Priv. Pool

RebeccaRating, 5 stars10 months ago
There's a reason Fleur de Mar has a near perfect rating. Their villa was one of the nicest we've ever stayed in. The view is incredible and the villa has everything you could possibly need. It also was close to everything. They were quick to respond to any questions I had. I'd also like to give a big thank you to Donald their house manager. Talk about responsive, he literally showed up within minutes when we had an issue with the air conditioning. He was super friendly and called to wish us a safe journey home. I can't wait to go back!
Superhost

Condo in Pelican

4.68 out of 5 average rating, 62 reviews

SeaLaVie Apartment with Private Pool

MatthewRating, 5 stars1 month ago
We loved our stay at sea la vie. The place was just as described and in the perfect location. After looking at many different places and knowing the area better now, I think we picked the best place! The pool and view are incredible and it had everything we needed to escape the harsh northern winter. We wish we could have stayed longer and hope to be back.
Guest favourite

Home in Cole Bay

4.89 out of 5 average rating, 28 reviews

Luxury, Villa Panoramic Sea Views, Pelican Key

EphraimRating, 5 stars8 months ago
We had an amazing time staying in Mike's home. The house itself is clean, safe, and a perfect place to relax in the pool with a view. Michael was a great communicator leading up to the trip and gave us fantastic recommendations. Once we arrived, Peaches was there for us in everyway, constantly responsive to our questions and even picked up a lost item from a taxi for us! My biggest recommendation if you stay here is to rent a car, the house is a bit further back in a neighborhood ( makes for a nice and quiet area) but pretty difficult if you would like to walk anywhere. There are restaurants and bars just a few minutes away a long with a number of grocery stores. Driving to both Marigot and Phillipsburg only took around 15-20 minutes depending on traffic, so the house was in a great location to get around the island. Would absolutely stay there again.

Popular amenities for Guana Key holiday rentals

Other great holiday rentals in Guana Key

Superhost

Townhouse in Cul-de-Sac

4.89 out of 5 average rating, 9 reviews

Villa Essentielle, 3 bedrooms and pool!

SylvieRating, 5 stars3 weeks ago
Such an amazing property, clean, cozy, beautiful pool!! Worth every penny!
Superhost

Townhouse in Koolbaai

5 out of 5 average rating, 5 reviews

Casalinda Amazing Sunsets Pelican Key SXM

SherryRating, 5 stars3 weeks ago
Gwen the property manager was key to making our trip successful. Antonio house was exactly what we needed for our family of 4. We have traveled a lot and this Island was one of our favorites. Highly recommend this house and Island.
Superhost

Villa in Saint-Martin

5 out of 5 average rating, 3 reviews

Sea view villa and Heated Pool

JaniqueRating, 5 stars11 months ago
We absolutely loved staying at this villa for many reasons. First, its location and three features we appreciated: it is on the west side of the island which means we saw beautiful sunsets every night; it is near Friar’s Bay Beach that we enjoyed a lot, including delicious food and great music at the Friar Bay Beach Café (quick note: you can walk to Friar’s Bay through the road - probably a 10 mins walk - but with the heat, we preferred to drive); and finally, it is secure and very private - we did not see nor hear neighbours. Second, its comfort. We spent most of our time outside, either in the pool or the covered patio. We also made friends with the turtles! The villa is well equipped with all we needed. And I would be remiss not to mention Julia’s quality service. She welcomed us at the villa and was very efficient to explain all its features. It was easy to communicate with her. Merci Julia!
Superhost

Apartment in Lowlands

5 out of 5 average rating, 3 reviews

Magnificent spacious ocean-view luxury condo

JoanneRating, 5 stars6 months ago
My friends and I had an amazing stay in Maia’s apartment. The views were immaculate. The pictures don’t do it justice. It was so peaceful that some of us often fell asleep on the balcony. Maia and her team were very responsive when we had questions. The desk attendants at the property were so kind and helpful. I would absolutely stay here again and am already planning my next trip.
Superhost

Villa in Indigo Bay

4.82 out of 5 average rating, 44 reviews

Infinity Views SXM

KimberlyRating, 5 stars2 weeks ago
I love this property. Everything was perfect about my stay; it’s a developing city so it’s pretty quiet and out the way. Only complaint was that the beach wasn’t right in front of the property but I stayed at another on of Yulia/Nicols properties and the view was immaculate so my opinion is a little biased lol. Anyway best hosts, beautiful property; very private. The driveway is a little annoying sometimes especially at night but manageable. Already planning my next trip. Thanks again guys!
Guest favourite

Villa in Little Bay

5 out of 5 average rating, 41 reviews

Sugarbird Nest: Sunrise Ocean Views | Great Bay

EmmaRating, 5 stars1 month ago
We really enjoyed our short stay at Ariana's place. The house is beautiful and overlooks the bay. Everything you need for a short or long stay is in the apartment. Everything was very clean and tidy and Ariana was very welcoming. It is on a main road, but one can easily walk to beaches or shopping. A good place to end our trip to this beautiful island!
Superhost

Villa in Collectivity of Saint Martin

5 out of 5 average rating, 3 reviews

New! Wonderful 5 Bedrooms, Beach, Pools

BharatRating, 5 stars29 months ago
Prior to our arrival Marie had texted me with complete instructions for our arrival to the Nettle Bay Beach Club location. Marie took time in showing us around the 2 homes. Both homes were completely updated and very nicely furnished. Very clean, bright and airy. Modern appliances fully stocked kitchen cabinets with crockery and all. Marie was very thorough in also sharing local dining options and local vendors. Our family stayed here very comfortably here for 1 week. The Nettle Bay Beach Club is a clean and modern private (gated) community with private pools. A beautiful resort that is 15 minutes from SXM airport. Close to grocery and convenience stores. Thank you Marie so much for being such a wonderful host.
Guest favourite

Condo in Lowlands

4.94 out of 5 average rating, 16 reviews

Cupecoy ocean view 2BR condo - pools/private beach

YasirRating, 5 stars5 months ago
The place has an amazing private beech that few people know about it.
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