Oyster Pond Vacation Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Vacation Rentals in Oyster Pond

Fourteen at Mullet Bay
3.5 star property
9.6 out of 10, Exceptional, (129)
"This was a great place to stay the staff was great & the food around the area was great ! I’ll definitely be back "
Fourteen at Mullet Bay
Dawn Beach Club Resort Sint Maarten
4.0 star property
8.6 out of 10, Excellent, (14)
"Nice property, but far away from the airport and party area"
The price is ¥96,092
¥118,181 total
includes taxes & fees
Jul 1 - Jul 2
Dawn Beach Club Resort Sint Maarten
July Apartments
3.0 star property
9.2 out of 10, Wonderful, (74)
"Probably one of the easiest parking on the island! Front desk staff is always present and very helpful and friendly. Easy to get to and a nice, clean stay."
The price is ¥10,666
¥12,801 total
includes taxes & fees
Jul 4 - Jul 5
July Apartments
Save an average of 15% on thousands of hotels when you're signed in
Mullet Bay Suites: Your Luxury Stay Awaits
4.0 star property
10.0 out of 10, Exceptional, (49)
"I highly recommend Mullet Bay Suites for its cleanliness, modern amenities, and comfort. The suites offer stunning views, especially in the morning, and feature convenient parking and robust security. The property is just a short walk to the beach, adding to its appeal. The management is excellent, and we received a warm welcome from the property manager, Emmanuel, who greeted us with cold towels and local banana rum—a delightful touch! Emmanuel is attentive, kind, and responsive, providing...
Mullet Bay Suites: Your Luxury Stay Awaits
Villa Little Paradise - BIG DISCOUNT MARCH - APRIL !!
10.0 out of 10, Exceptional, (8)
"The house was just as listed and the area was perfect. We enjoyed our stay and would recommend and will return!"
Villa Little Paradise - BIG DISCOUNT MARCH - APRIL !!
The Horny Toad Guesthouse
3.0 star property
9.4 out of 10, Exceptional, (51)
"Deb & Doug are accommodating and great to talk to to get ideas of things to do. Perfect place to stay!"
The price is ¥27,112
¥35,098 total
includes taxes & fees
Jun 28 - Jun 29
The Horny Toad Guesthouse
LITERALLY OCEANFRONT VILLA ALABASTER, DAWN BEACH w private pool ~ Owners' site
10.0 out of 10, Exceptional, (68)
"The home is beautifully equipped, very comfortable, clean and a great layout. Our only issue was the seaweed, it seemed to be only on this beach. The beach was cleaned every morning and I know they did all they could, so not the fault of anyone, just that we couldn't really go in the water here. Having access to Oyster Pond was a huge bonus with a store, restaurant and bar was fabulous. We did it all though, perfume, zipline, golf on Anguilla (beautiful beaches there), private yacht charter and...
LITERALLY OCEANFRONT VILLA ALABASTER, DAWN BEACH w private pool ~ Owners' site
Villa Bahia Blue - Four Bedroom Villa, Sleeps 8
10.0 out of 10, Exceptional, (12)
"2 familes each with 2 kids had a great time. Very close to baie rouge. Pool was nice. Hot tub water seemed bad so we didnt use it. Housekeeper and concierge were really nice. Rented a car and drove all over the small island. Would recommend and would stay again"
Villa Bahia Blue - Four Bedroom Villa, Sleeps 8
The Hotel Porto Cupecoy
3.5 star property
9.6 out of 10, Exceptional, (31)
"Great and safe property. Big rooms"
The price is ¥69,731
¥80,540 total
includes taxes & fees
Jun 25 - Jun 26
The Hotel Porto Cupecoy
One Hundred Million Dollar Yacht On Land 5 star Villa Namaste
10.0 out of 10, Exceptional, (66)
""We had an incredible stay at Villa Namaste! The property is gorgeous, with every room beautifully appointed. The view from the patio is breathtaking—worth every penny. Sitting in the infinity edge pool, looking out over the bluest Caribbean waters while watching mega yachts sail by, was a highlight of our days. The villa is also conveniently located close to many cool restaurants, some even within walking distance, which was perfect for our evenings out. The staff, particularly Olive and...
One Hundred Million Dollar Yacht On Land 5 star Villa Namaste
Simpson Bay Suites
3.5 star property
6.8 out of 10, (101)
"Convenient location with the requisite amenities for local stay and business. Water pressure could be improved. Though clean and tidy furniture could be modernized. "
The price is ¥19,180
¥21,483 total
includes taxes & fees
Jun 22 - Jun 23
Simpson Bay Suites
Tradewinds at Simpson Bay
3.5 star property
8.6 out of 10, Excellent, (10)
"The room was spacious and spotless . The staff were attentive and went out of their way to ensure that we were comfortable. Nothing was too much trouble.Will be back excellent stay "
Tradewinds at Simpson Bay
Beautiful Ocean Front Penthouse/New Furnishings/Stunning View/Private Beach!
10.0 out of 10, Exceptional, (68)
"Susan is the perfect host and the property was great!"
Beautiful Ocean Front Penthouse/New Furnishings/Stunning View/Private Beach!
Luxury Villa w Spectacular Ocean Views, private pool/Hottub, Walk to Beach
10.0 out of 10, Exceptional, (116)
"We stayed at Villa Valhalla with our 3 teenage kids and another family of 4. The house was beautiful, clean, well stocked with stunning views! Plenty of room for us all. It’s located in a safe and quiet neighborhood overlooking Dawn Beach. Everything was as stated from the website, except the kitchen has been updated and looks great. We had excellent communication before and during the trip. We were able to walk to the beach, and had dinner at the new JW Marriott. It was nice to have a close...
Luxury Villa w Spectacular Ocean Views, private pool/Hottub, Walk to Beach
FantaSea beachfront, Survived the hurricane, low low prices take advantage!
10.0 out of 10, Exceptional, (53)
"This stay was a mixed bag for our group of 4 kids aged 6-15 and 5 adults. Our check in process was not smooth but the owner was apologetic and tried to make it right. And I feel for the owners because I am sure the issues are not so much neglect as not completing repairs after the hurricane. Still, the pictures do not reflect the current state of the home. It feels warn down. Pros The house is spacious with room for a big group. Direct beach access is a great feature. Views from the house and...
FantaSea beachfront, Survived the hurricane, low low prices take advantage!
Beachfront villa with pool in Cul de Sac
9.8 out of 10, Exceptional, (61)
"We had a great time. Great home with great views."
Beachfront villa with pool in Cul de Sac
Beautiful beachfront at The Villas On Great Bay
10.0 out of 10, Exceptional, (107)
"What a lovely villa! The pics don't do it justice! The bedrooms and living room are much more spacious. The location in the community is perfect as far as privacy. The owners have thought of absolutely everything one might need. We even loved the beach compared to the few others we saw on the island. It wasn't super-wide which would make for a long walk, it was completely uncrowded - most days we were the only ones there, and the water was gorgeous. Also, watching the cruise ships come in and go...
Beautiful beachfront at The Villas On Great Bay
Perfect beach front condo in Simpson Bay Beach🌴 2 bedroom+ Loft, 2.5 Baths.
10.0 out of 10, Exceptional, (24)
"Our family of 5 (2-10yr old boys, 1-14yr old girl) were very pleased with the condo. The location was prime in Simpson Bay. Within walking distance to a few beach bars and walked over to Maho Beach too a few times. The pool was nice (warm) and had plenty of seating, always a few seats available. There are beach chairs, toys on the porch along with a beach umbrella. The kitchen was well equipped and left us not needing anything. Bath linens could use a refresh but was sufficient. The only...
Perfect beach front condo in Simpson Bay Beach🌴 2 bedroom+ Loft, 2.5 Baths.
Residence Alamanda
4.0 star property
9.6 out of 10, Exceptional, (5)
"This property was amazing! When we walked in the door of our two-story, two bedroom unit we were immediately struck by how new it felt. The first floor of the unit - which was on the second floor of the building - had a full bath, full kitchen with a breakfast bar, and a nice size living area with a fully furnished private balcony facing the pool and the ocean. On the second level were two bedrooms and another bathroom. One room faced the ocean and the other faced the street. While we never used...
Residence Alamanda
The CLIFF - Luxury Beachfront Resort - Full Amenities --> Spa - Restaurant - etc
10.0 out of 10, Exceptional, (92)
"The second time I stay at The Cliff. The building is beautiful as well as the pool area and beach right at the bottom of the cliff. The apartment was clean and very comfortable and is oceanfront and an amazing view close to restaurants, airport and Mullett Beach. Just amazing."
The CLIFF - Luxury Beachfront Resort - Full Amenities --> Spa - Restaurant - etc
Don't see what you're looking for?
See all available properties in Oyster Pond
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 Oyster Pond you may be interested in

Les Balcons d'Oyster Pond
9.6 out of 10, Exceptional, (32)
"An absolutely beautiful place to stay, I would definitely come back again! Property has everything you need (refrigerator, microwave, plates, silverware, glasses, air conditioning, outdoor BBQ, outdoor lawn chairs on the wonderful large secluded patio). Pool is a nice relaxing feature after a long day at the multiple amazing beaches. Didn’t feel crowded at all. Very nice bistro/convenience store (Bread and Butter) 2 min walk away with fabulous breakfast, wine, things for a beach trip. Best food...
Les Balcons d'Oyster Pond
Colombus Résidence
9.4 out of 10, Exceptional, (84)
"I liked spacious dinning room and huge veranda with beautiful sea and hills view, kitchen, room furnishing, mini-hotel architecture . I would like to have a mosquito net on bedroom window. "
Colombus Résidence
Sonesta Maho Beach All Inclusive Resort Casino & Spa
4.0 star property
8.0 out of 10, Very Good, (1733)
"Everything and everyone was great"
The price is ¥38,354
¥46,409 total
includes taxes & fees
Jul 3 - Jul 4
Sonesta Maho Beach All Inclusive Resort Casino & Spa
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.

Search for holiday rentals in Oyster Pond on Expedia! You can easily find your home rentals, villas, holiday apartments in Oyster Pond using one of the methods below:

  • View our selection of featured holiday rentals in Oyster Pond
  • Use the map to find apartments and other holiday homes in the Oyster Pond neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Oyster Pond while they last

Look no further and take a look at our great range of rental properties in Oyster Pond!

Frequently asked questions

Are there vacation rentals in Oyster Pond?

Yes, you can find vacation rentals close to the most popular local attractions in Oyster Pond, or you can select a more remote option if you want a relaxing place to stay. Discover why Oyster Pond is known for its marina and beaches. While you're in the area, grab a bite or have a drink at the restaurants and bars.

What's the top vacation rental that Oyster Pond has to offer?

White Sands Retreat - Beachside at Beacon Hill: This vacation home rental outside of Oyster Pond is located on the beach and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You can relax into your vacation with a selection of games and a spa tub.

How many vacation rentals will I find in Oyster Pond?

Expedia has 14 vacation rentals for your stay in Oyster Pond.

What’s there to see and do in Oyster Pond?

While you're exploring the area, Coralita Beach and Dawn Beach are a couple of picturesque spots to get outside and enjoy nature. In the larger area, you’ll find Oyster Bay Marina and Guana Bay Beach.

What’s a vacation rental in Oyster Pond like?

A vacation rental is a private property you can book for several days or longer in Oyster Pond. Vacation rentals offer extras such as patios, hot tubs, and fire pits so you'll be comfy for your stay. If you're concerned about a clean environment, vacation rentals can provide a sense of safety away from shared hotel elevators and lobbies bustling with people while still allowing you to travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental a great option for small groups.

Recent reviews of Oyster Pond properties
Expedia verified reviews