Villa
10.0(123 Reviews)
6 Bedrooms
12 Guests
Private Pool
Parking
Pool
Ocean View
CA $2,107/Night
7 Nights - CA $14,751
Sint Maarten Summer Rentals, Cottages & Cabins
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10.0
Apartment
10.0(35 Reviews)
3 Bedrooms
8 Guests
- Parking
- Pool
Balcony/Terrace
Air Conditioner
CA $512/Night
7 Nights - CA $3,582
Villa
10.0(2 Reviews)
1 Bedroom
- Parking
- Pool
- Balcony/Terrace
Kitchen
CA $1,631/Night
7 Nights - CA $11,419
Villa
10.0(108 Reviews)
3 Bedrooms
7 Guests
- Private Pool
Hot Tub- Parking
- Pool
CA $1,283/Night
7 Nights - CA $8,981
Apartment
10.0(12 Reviews)
2 Bedrooms
4 Guests
Private Beach
Oceanfront- Parking
- Pool
CA $634/Night
7 Nights - CA $4,438
Apartment
10.0(92 Reviews)
3 Bedrooms
8 Guests
- Hot Tub
- Parking
- Ocean View
- Balcony/Terrace
CA $1,036/Night
7 Nights - CA $7,255
Apartment
10.0(8 Reviews)
2 Bedrooms
6 Guests
- Private Beach
- Oceanfront
- Parking
- Pool
CA $392/Night
7 Nights - CA $2,747
Condo
10.0(63 Reviews)
3 Bedrooms
6 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
CA $971/Night
7 Nights - CA $6,797
Apartment
10.0(3 Reviews)
4 Bedrooms
8 Guests
- Parking
- Pool
- Air Conditioner
Internet
CA $717/Night
7 Nights - CA $5,016
Condo
10.0(61 Reviews)
2 Bedrooms
5 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
CA $604/Night
7 Nights - CA $4,224
CA $103/Night
7 Nights - CA $718
Condo
10.0(60 Reviews)
2 Bedrooms
4 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
CA $644/Night
7 Nights - CA $4,506
Apartment
10.0(3 Reviews)
1 Bedroom
2 Guests
- Parking
- Pool
- Air Conditioner
- Internet
CA $284/Night
7 Nights - CA $1,986
Condo
10.0(60 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
CA $428/Night
7 Nights - CA $2,996
Villa
10.0(59 Reviews)
3 Bedrooms
6 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
CA $1,131/Night
7 Nights - CA $7,917
Villa
10.0(53 Reviews)
2 Bedrooms
5 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
CA $424/Night
7 Nights - CA $2,970
Villa
10.0(50 Reviews)
2 Bedrooms
4 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
CA $953/Night
7 Nights - CA $6,670
Villa
10.0(48 Reviews)
4 Bedrooms
10 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
CA $1,852/Night
7 Nights - CA $12,960
Villa
10.0(45 Reviews)
3 Bedrooms
6 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
CA $1,266/Night
7 Nights - CA $8,862
Villa
10.0(44 Reviews)
3 Bedrooms
8 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Parking
CA $525/Night
7 Nights - CA $3,677
Condo
10.0(43 Reviews)
2 Bedrooms
6 Guests
- Hot Tub
- Parking
- Pool
- Ocean View
CA $337/Night
7 Nights - CA $2,358
Condo
10.0(37 Reviews)
3 Bedrooms
6 Guests
- Hot Tub
- Parking
- Pool
- Ocean View
CA $1,212/Night
7 Nights - CA $8,486
Condo
10.0(36 Reviews)
3 Bedrooms
6 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
CA $625/Night
7 Nights - CA $4,378
Villa
10.0(34 Reviews)
6 Bedrooms
12 Guests
- Private Pool
- Hot Tub
Breakfast- Parking
CA $1,518/Night
7 Nights - CA $10,625
About Sint Maarten Summer Rental on Casai.ca
With 2599 summer rental in or near Sint Maarten? Look no further than Casai for your upcoming summer getaway. Whether you're traveling with family, friends, or a group, we offer a wide selection of holiday homes and villas designed for the perfect summer retreat.
Our holiday homes and villas in Sint Maarten come with a range of top amenities, including private pools, indoor/outdoor pools, hot tubs, WiFi, beach access, nearby parks, luxurious bedrooms, bathtubs, and pet-friendly environments.
Searching for a relaxing retreat in Sint Maarten to make unforgettable summer memories? Casai has you covered with a variety of options, including unique condos, luxury resorts, bungalows, cozy cabins, RVs, and cottages in Sint Maarten.
Frequently Asked Questions About Sint Maarten Luxury Rentals
What are the top rated Summer Rentals in Sint Maarten?
There are a lot of options in Sint Maarten. If you plan on staying in the Sint Maarten area, consider making a reservation for a few nights at one of these properties as these have been rated the top Summer Rentals in Sint Maarten:
- Amazing Beachfront Condo in Simpson Bay -Walk Out Beach/Pool
- LUXURY and MODERN 3BR On the Beach - CUPECOY
- Direct Beachfront 6 BDR/en-suite/maid included. Excellent service. Rare gem (H)
- Beachfront Villa in Cupecoy Bay – Serene, Modern & Romantic Honeymoon Escape
- Villa Crystal Clear - Luxury Villa with Private Pool
- Ocean Views from Every Room, Steps from Philipsburg. Paradise can be yours!
- Beach Front Modern Condo on the beach
- UNBRIDLED Le Papillon: Beachfront Elegance with Backup Generator
- ☀️⛱️ Paradiso by IRE Vacations - Luxury 2 Bedroom Condo Steps to the Beach!
- Maho Royal Islander, La Terrasse 2br 2ba Beautiful White Sand Beach
How many summer rentals are available around Sint Maarten?
In 2026, Casai offers 2599 summer rentals in or around Sint Maarten. Find unique home rentals for your summer holiday or a weekend getaway with family and friends.
How much does it cost to rent a summer rental in Sint Maarten?
The average price per night for a summer rental in Sint Maarten is $567. Check the full list of summer accommodations in Sint Maarten.
How many summer rentals are available to book in Sint Maarten?
There are 2599 summer rentals, cabins, cottages and properties that are available to rent. Book for your next trip with Casai.ca.
Do any summer rentals in Sint Maarten have a private pool?
Yes, here are some popular summer holiday rentals in Sint Maarten that have a private or indoor pool:
- Luxury Villa, Walk to beach, BRAND NEW 55KW BACKUP GENERATOR
- Modern 3BR Home with Own Private Pool
- Serenity Penthouse - The Pinnacle of Luxury
- DREAM 5-Star Premier BEACHFRONT 3 Bedroom Villa + Private Pool
Check all holiday rentals with a pool in Sint Maarten on Casai.ca.
Can I rent pet-friendly summer rentals in Sint Maarten?
Yes, We have 2599 summer rental homes in Sint Maarten and types of place to stay in Sint Maarten include:
- Vacation Homes: 2599 available for rent
- Villas: 2599 Rentals available for rent
- Holiday Apartments: 2599 Rentals available for rent
- Hotels with Suites: 2599 Rentals available for book
Do you have a luxury summer rental with a pool in Sint Maarten?
Yes, of course! There are many luxury summer rental properties in Sint Maarten. Use our search filter to discover all of our luxury summer accommodations with an indoor/outdoor pool. Sorting by price is another way to find the most and least expensive luxury summer rentals in Sint Maarten.
