Apartment
10.0(171 Reviews)
1 Bedroom
2 Guests
Hot Tub
Parking
Ocean View
Balcony/Terrace
US $145/Night
7 Nights - US $1,013
Southampton Holiday Rentals
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Compare Villas, Resorts, & Rentals in Southampton
10.0
Apartment
9.9(9 Reviews)
3 Bedrooms
6 Guests
EV Charge Station- Parking
- Balcony/Terrace
View
US $143/Night
7 Nights - US $1,001
US $200/Night
7 Nights - US $1,400
Apartment
10.0(154 Reviews)
1 Bedroom
2 Guests
Oceanfront- Parking
- Ocean View
- Balcony/Terrace
US $374/Night
7 Nights - US $2,620
Resort
9.1(76 Reviews)
6 Guests
Private Beach- Oceanfront
- Hot Tub
Breakfast
US $671/Night
7 Nights - US $4,697
Cottage
10.0(106 Reviews)
1 Bedroom
3 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $293/Night
7 Nights - US $2,053
House
10.0(43 Reviews)
2 Bedrooms
7 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $347/Night
7 Nights - US $2,426
![[A]MOUR AMOUR AMOUR Lighthouse Views Walk to Beaches Classic Bermuda Charm](https://imgservice.casai.com/640x287/a-mour-amour-amour-lig-bm-hamilton-ha-3211443674-0.jpg)
Apartment
10.0(25 Reviews)
1 Bedroom
2 Guests
- Parking
- Balcony/Terrace
Kitchen
Air Conditioner
US $264/Night
7 Nights - US $1,851
Villa
10.0(11 Reviews)
2 Bedrooms
4 Guests
Private Pool- Parking
Pool- Kitchen
US $1,968/Night
7 Nights - US $13,775
Luxury Holiday Rentals in Southampton
Over 33+ Luxury Holiday Rentals in or Near Southampton
New
House
3 Bedrooms
10 Guests
- Air Conditioner
Internet
Child Friendly
Laundry
US $1,320/Night
7 Nights - US $9,237
US $889/Night
7 Nights - US $6,222
Apartment
10.0(1 Review)
2 Bedrooms
2 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $888/Night
7 Nights - US $6,216
Apartment
9.6(5 Reviews)
2 Bedrooms
6 Guests
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $882/Night
7 Nights - US $6,174
US $762/Night
7 Nights - US $5,333
US $632/Night
7 Nights - US $4,425
House
2 Bedrooms
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $594/Night
7 Nights - US $4,157
US $517/Night
7 Nights - US $3,619
Apartment
2 Bedrooms
4 Guests
- Oceanfront
- Parking
- Ocean View
- View
US $507/Night
7 Nights - US $3,552
Top-Rated Holiday Rentals with a Pool in Southampton
Over 9+ The Best Private Villas and Holiday Rentals in Southampton with a Pool
Apartment
10.0(10 Reviews)
1 Bedroom
4 Guests
- Private Pool
- Parking
- Pool
- Ocean View
US $381/Night
7 Nights - US $2,666
Cottage
9.6(18 Reviews)
1 Bedroom
4 Guests
- Parking
- Pool
- Balcony/Terrace
- View
US $258/Night
7 Nights - US $1,803
Apartment
10.0(37 Reviews)
1 Bedroom
3 Guests
- Private Pool
- Pool
- Balcony/Terrace
- Kitchen
US $366/Night
7 Nights - US $2,560
House
10.0(33 Reviews)
4 Bedrooms
10 Guests
- Private Pool
- Hot Tub
- Pool
- Ocean View
US $1,739/Night
7 Nights - US $12,171
House
10.0(1 Review)
1 Bedroom
2 Guests
- Pool
Skiing- Balcony/Terrace
- View
US $195/Night
7 Nights - US $1,365
House
9.2(17 Reviews)
3 Bedrooms
6 Guests
- Private Pool
- Pool
- Balcony/Terrace
- View
US $928/Night
7 Nights - US $6,496
Apartment
8.0(6 Reviews)
1 Bedroom
2 Guests
- Pool
Spa- Skiing
- Balcony/Terrace
US $242/Night
7 Nights - US $1,695
Apartment
4.1(11 Reviews)
1 Bedroom
2 Guests
- Pool
- Skiing
- Ocean View
- Balcony/Terrace
US $165/Night
7 Nights - US $1,155
House
3 Bedrooms
6 Guests
- Pool
- Kitchen
- Air Conditioner
- Laundry
US $2,026/Night
7 Nights - US $14,179
Large Holiday Rentals and Private Villas in Southampton
Over 2+ Large Holiday Rentals and Private Villas in or Near Southampton
Villa
10.0(42 Reviews)
2 Bedrooms
2 Guests
- Hot Tub
- Ocean View
- Balcony/Terrace
- View
US $328/Night
7 Nights - US $2,295
Villa
10.0(28 Reviews)
1 Bedroom
2 Guests
- Oceanfront
- Spa
- Ocean View
- Balcony/Terrace
US $300/Night
7 Nights - US $2,100
Southampton Private Villas and Holiday Homes Under $200
Over 2+ Southampton Private Villas and Holiday Homes Under $200
Apartment
10.0(1 Review)
1 Bedroom
3 Guests
- Skiing
- Ocean View
- View
- Kitchen
US $193/Night
7 Nights - US $1,353
Apartment
1 Bedroom
4 Guests
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
US $200/Night
7 Nights - US $1,400
Instantly Bookable Holiday Homes in Southampton
Over 6+ Instantly Bookable Holiday Homes in or Near Southampton
Apartment
9.6(25 Reviews)
1 Bedroom
2 Guests
- Hot Tub
- Parking
- Balcony/Terrace
- View
US $207/Night
7 Nights - US $1,446
Apartment
1 Bedroom
2 Guests
- Oceanfront
- Parking
- Ocean View
- View
US $457/Night
7 Nights - US $3,201
Apartment
10.0(42 Reviews)
2 Bedrooms
5 Guests
- Balcony/Terrace
- View
- Kitchen
- Air Conditioner
US $314/Night
7 Nights - US $2,195
New
Apartment
10.0(7 Reviews)
1 Bedroom
3 Guests
- Air Conditioner
- Child Friendly
- Laundry
Toiletries
US $277/Night
7 Nights - US $1,941
Apartment
10.0(1 Review)
1 Bedroom
2 Guests
- Kitchen
- Air Conditioner
- Internet
- Laundry
US $225/Night
7 Nights - US $1,572
Apartment
1 Bedroom
2 Guests
- Kitchen
- Air Conditioner
- Internet
- Laundry
US $297/Night
7 Nights - US $2,077
Book a Last Minute Place to Stay in Southampton
About Casai's Private Villas and Holiday Rentals in Southampton
Discover more than 42 vacation rentals available in Southampton. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Southampton.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Southampton, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Southampton. On average, places to stay near Southampton offer 596.92 ft², with nightly prices averaging US $543.
With Casai, finding and comparing holiday rentals in Southampton is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
Other places to stay near the Southampton, BM
There are 42 Southampton, BM Holiday Rentals
- Prices for a holiday home in Southampton start at US $143
- Top rated vacation home in Southampton is Location! Location! AUTUMN SAVINGS at 5 Cross Bay Estate, next to Horseshoe Bay
- Most popular short term in Southampton is The Reefs Resort & Club
- Cheapest place to stay in Southampton is Wade's Garden Inn
- Most expensive holiday rental in Southampton is Luxury 2-bedroom villa overlooking Horseshoe Bay Beach
Recently Booked Holiday Rentals in Southampton
Frequently Asked Questions About Southampton?
What are the top holiday rentals in Southampton?
With numerous options available in Southampton, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Southampton:
- Location! Location! AUTUMN SAVINGS at 5 Cross Bay Estate, next to Horseshoe Bay
- Spacious Beachfront and Private Resort living
- Charming , Comfortable Cottage Near Amenities
- Two Bedroom with Private Dock near Golf and Beach
- [A]MOUR AMOUR AMOUR Lighthouse Views Walk to Beaches Classic Bermuda Charm
- Luxury 2-bedroom villa overlooking Horseshoe Bay Beach
- 'RIPPLE WATERS' - More for Less - Great One Bedroom Pool House
- Studio Apartment above Horseshoe Bay Beach
- Wade's Garden Inn
- Bermuda Connections Guest House
Which holiday homes in Southampton are best for families?
If you're searching for a family-friendly holiday home in Southampton, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Southampton:
How many Casai.com holiday rentals are available in Southampton?
As of 2026, Casai boasts over 42 properties listed in the Southampton area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Southampton.
