
Holiday rentals with outdoor seating in Simpson Bay
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Top-rated Holiday Houses with Outdoor Seating in Simpson Bay
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Holiday House Rentals with Outdoor Seating

Aloha apartment
Great place to stay, very spacious, super equipped, the roof terrace is beautiful, especially I like the surroundings, safe, quiet and within 20 minutes walk from the airport. I was now at a Paul's place for the second time and can 100% recommend this apartment. Price / performance.

Life's Good
"Life is good" is a secluded villa with a very interesting set up. it has two separate bedrooms with in suite bathrooms on the top level with a separate kitchen and living room as well as a reasonable size infinity pool on a lower level. This would work well for either two couples or parents with preteens/teens of the same sex. The view is to die for. Indigo bay is a heavily developing neighborhood but this villa stands on the opposite side of the bay from the new hotel construction so it is not affected by it at all. There is a short drive to Indigo Bay beach (small and feels private) and another 5 min drive to a nearby grocery store. It is only 10min away from Simpson bay and 15 min from Marigot. it was easy to communicate with the owner of this villa and their local management company who gave us a warm welcome. we definitely plan to come back and spend more time in this lovely place.

Ocean View Villa-Indigo Bay W/Private Pool/0 Steps
This property was absolutely breathtaking. The home looked better in person. Very clean, accessible to most attractions and a beautiful quiet neighborhood. 10/10 experience we will definitely come back!

Sea La’Vie — 2mins walk from the beach!
The place was beautiful, clean and exactly as described. Walkable distance to popular places like D’s bar, sunset bar and maho beach. Lateefah was very communicative and an amazing host. 10/10 would definitely recommend.

SEA TRUE VILLA,Lavish,Sea view near Maho&Mulletbay
Great place !! Loved the location and the villa was beautiful

Luxury Bungalow Sea & Pool View
We loved our stay and can’t wait to return!

Luxurious bungalow with private pool
I had an amazing stay in Saint Martin. The property was spotless, well-maintained, and exactly as described. The view from the pool was absolutely perfect for relaxing and soaking in the beauty of the island. Jerome was incredibly responsive and helpful throughout the entire stay, making everything smooth and stress-free. I couldn’t have asked for a better experience and will definitely be booking again.

Préstige - Luxurious 3 bedroom by the Beach
The host was very pleasant and made herself available to answer any questions. The home was beautiful, clean and had everything we needed to enjoy our trip. The view was amazing and the pics did it no justice. I will be booking again on my next trip to Saint Marteen♥️
Apartment rentals with outdoor seating

"Black Pearl"
Book this place!! you will not regret it. It is amazing. Clementine’s place is very well located with the pool and the sea just a few steps away from the terrace. Across the road you will find a small grocery store, pharmacy, petrol station, restaurants and bakery. We are already planning our trip back and if Black Pearl is available we will stay there without a doubt.

Modern Studio in gated Resort pool & gym.generator
Our stay at Ricardo's was absolutely amazing. The location is unbeatable, just steps away from the famous Maho Beach where you can watch planes land up close ✈️, and also super close to the airport and all the local hotspots, restaurants, shops. The apartment was spotless, beautifully maintained, and smelled amazing the moment we walked in. The bedding was extremely comfortable, the kitchen was well stocked and every detail was thoughtfully arranged for a relaxing and enjoyable stay. Although the standard arrival time was after 4:00 pm, we were generously offered an earlier slot at 1:00 pm. The self check-in process was a breeeze. Everything went smoothly, and departure was just as easy. A lovely bonus was the complimentary bottled water in the fridge, which was much appreciated. Whether you’re looking to explore the island or unwind in a clean, cozy, and well-located home base, this spot is perfect. 👏 We highly recommend this five stars listing! Thanks for hosting us Ricardo! 🙏

Villa Spice For Life SXM 2
Amy was very accommodating and was quick to respond. The home is close to Maho Beach, the airport, and one of the ferry docks to Anguilla. We appreciated the extra snacks and toiletries. Thank you for the amazing hospitality.

1 Bedroom- ocean view - Walk to beach - Generator
Gigi's flat is absolutely gorgeous, so modern and spacious and impeccably designed. The views of the ocean from the private balcony are stunning. Gigi is also such an accommodating and thoughtful host who went above and beyond in terms of amenities provided. There are beach chairs/umbrellas and beach towels and snorkels and a cooler she allows you to use for your stay! I hope to return soon and often. If it is available, book it right away!

Top of the art penthouse
Just an awesome place to spend time in Simpson bay. The penthouse was awesome and would love to come back in the future. The kids had so much fun in the water. Simona went out of her way to ensure we had everything to enjoy our trip.

Spacious Studio just minutes to the Beach
The place looked just the photos! It was a beautiful stay and the space looks larger in person compared to the photos. My husband and I stayed 8 days in the unit. The kitchen was packed with everything we needed, there were extra chargers and cables around the house which was helpful since we lost our charger at the airport. Beach chairs, towel, and umbrellas were all provided. A rental car place was within walking distance. They provided excellent recommendations for food and activities for places all around the island. 10/10 would absolutely recommend.

New, a dream on the beach!
We had a very nice stay! The cottage is functional and fully furnished – everything you need is there. The view is truly stunning. Marie is super friendly, approachable and very sweet – we felt welcome right away. The only small downside is the terrace furniture; it could be a little more comfortable. But nothing but praise - highly recommended!

Independent apartment at the bottom of the villa – Indigo Bay
We had a lovely stay at Lionel’s charming little villa- Luna made us feel right at home- the dryer was not working so we were unable to wash clothes which would have been nice before we headed to Anguilla and back home, the AC in the master closest to pool seemed to struggle to stay cold but not worth complaining about - just to note maybe needing some maintenance- thank you for a lovely time- highly recommend! Beautiful view- private oasis, just lovely, I never saw or met Lionel but my husband did. Thanks again-
Condo rentals with outdoor seating

CasaPisani Tranquil 2Bed condo SimpsonBayYachtClub
This was a very safe and secure unit in the heart of Simpson Bay. The unit was perfect for our stay, nicely furnished, had fantastic outdoor space and was quite comfortable. The hosts Mariana and Manoj are great communicators who made us feel very cared for while at the property! Thank you both so much for a great stay!!

Amenity-Filled Maho Studio, 5Mins to Airport/Beach
I loved the location! You can walk to restaurants, shops, Maho beach, Mullet Bay, even a pharmacy. Room was comfy and felt like home. Environment was safe as well. Perfect.

Convenient Studio Apt Near Airport, Beaches & Food
I had a wonderful stay! The place was very clean and beautifully maintained, with a gorgeous balcony that made it even more special. The studio is in a great location—surrounded by shops and restaurants—and it's just a 10-minute walk to Mullet Bay Beach and about a 10-minute drive to Maho Beach. Everyone I met was very friendly and welcoming. The only challenge was finding a taxi, so I ended up arranging a private driver to pick me up and drop me off wherever I needed. Overall, a fantastic experience—I'll definitely be back!

Villa Belharra, amazing view
A very modern, beautiful, air bnb. The hosts are very responsive! I could not find the plug adapters, and she was there to help, within a couple of minutes! I asked about a float for the BEAUTIFUL pool; She brought them right over!! The views are breathtaking. It's a perfect spot, VERY reasonably priced! We had a car rental, so we visited so many different beaches, and ate at many wonderful restaurants. Our favorite being Grand Case Beach and eating breakfast AND dinner at Rainbow Cafe. Everything around the island is fairly close and convenient. If we visit St Martin again, we will definitely choose this air bnb! Thank you!

New "Coco Beach" 2 bedrooms beachfront
An exceptional stay!! We spent 3 nights at Coco Beach and we really liked our experience. The place was perfect for 2 couples. Coco Beach was close to the beach and the pool was very nice and clean. Coco Beach has beautiful amenities and is close to many things. We cooked, we went to get a restaurant. Honestly, we could go back without hesitation.

FLASH SALE! June-Oct. 2025! Ocean&Tropical Views!
This location is excellent ..everything is near by ..the host is amazing ...thank you for everything its definitely worth it...I wiill be back again and again

Beachfront Condo| Pool View + Private Beach Access
We loved everything about our stay! Beach is right in your backyard and Marigot is within walking distance. Will definitely be staying here again in the future!

Sea Lover - Las Brisas (Sea Lover)
Thank you so much. We enjoyed it.very comfortable to stay with kids.
Quick stats about holiday rentals with outdoor seating in Simpson Bay
Total rentals
170 properties
Nightly prices starting at
$92 AUD before taxes and fees
Total number of reviews
6K reviews
Family-friendly rentals
90 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with a pool
110 properties have a pool
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