933+ Private Villas and Holiday Rentals in Speightstown |
Speightstown Holiday Rentals
Villa
10.0Exceptional
(110 Reviews)
4 Bedrooms
5 Baths
8 Guests
3444 ft²
Private Pool
Oceanfront
Pool
Ocean View
US $445/Night
7 Nights - US $3,115
Apartment
- Speightstown
- ·
- Little Battaleys
- 0.27 mi to center
10.0Exceptional
(14 Reviews)
2 Bedrooms
2 Baths
4 Guests
1097.92 ft²
Private Beach- Oceanfront
Spa- Pool
US $374/Night
7 Nights - US $2,616
Hotel
- Speightstown
- ·
- Douglas
- 0.09 mi to center
8.0Excellent
(3 Reviews)
1 Bath
- Pool
Balcony/Terrace
Breakfast
Kitchen
US $99/Night
7 Nights - US $693
Apartment
- Speightstown
- ·
- Douglas
- 0.34 mi to center
10.0Exceptional
(29 Reviews)
2 Bedrooms
2 Baths
4 Guests
32292 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $549/Night
7 Nights - US $3,842
Apartment
10.0Exceptional
(4 Reviews)
2 Bedrooms
2 Baths
4 Guests
1302.43 ft²
- Balcony/Terrace
Parking
Air Conditioner
Internet
US $110/Night
7 Nights - US $770
Villa
- St. Peter
- ·
- Merlin Bay
- 0.70 mi to center
10.0Exceptional
(8 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Pool
- Ocean View
- Balcony/Terrace
View
US $311/Night
7 Nights - US $2,174
Villa
- St. Peter
- ·
- Merlin Bay
- 0.77 mi to center
10.0Exceptional
(3 Reviews)
4 Bedrooms
3 Baths
8 Guests
- Private Pool
- Oceanfront
- Pool
- Ocean View
US $667/Night
7 Nights - US $4,672
House
10.0Exceptional
(2 Reviews)
4 Bedrooms
4 Baths
8 Guests
- Private Pool
- Oceanfront
- Pool
- Ocean View
US $2,303/Night
7 Nights - US $16,121
Villa
- St. Peter
- ·
- Merlin Bay
- 0.59 mi to center
10.0Exceptional
(1 Review)
8 Bedrooms
8 Baths
16 Guests
- Private Pool
- Oceanfront
- Pool
- Ocean View
US $3,077/Night
7 Nights - US $21,537
Luxury Holiday Rentals in Speightstown
Over 924+ Luxury Holiday Rentals in or Near Speightstown
Villa
- St. Peter
- ·
- Merlin Bay
- 0.53 mi to center
4 Bedrooms
5 Baths
9 Guests
20150.04 ft²
- Pool
- Balcony/Terrace
- Breakfast
- Kitchen
US $3,150/Night
7 Nights - US $22,050
House
- St. Peter
- ·
- Merlin Bay
- 0.56 mi to center
4 Bedrooms
5 Baths
10 Guests
- Pool
- Balcony/Terrace
- Parking
- Air Conditioner
US $2,449/Night
7 Nights - US $17,143
Villa
3 Bedrooms
3 Baths
6 Guests
1001.04 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $1,450/Night
7 Nights - US $10,150
Villa
3 Bedrooms
3 Baths
6 Guests
12916.69 ft²
- Oceanfront
Hot Tub- Ocean View
- Balcony/Terrace
US $1,300/Night
7 Nights - US $9,100
Villa
4 Bedrooms
3 Baths
8 Guests
10.76 ft²
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
US $990/Night
7 Nights - US $6,930
Villa
3 Bedrooms
3 Baths
6 Guests
1001.04 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $900/Night
7 Nights - US $6,300
House
3 Bedrooms
3 Baths
6 Guests
2303.48 ft²
- Balcony/Terrace
- View
- Parking
- Air Conditioner
US $800/Night
7 Nights - US $5,600
Villa
- St. Peter
- ·
- Merlin Bay
- 0.60 mi to center
10.0Exceptional
(2 Reviews)
3 Bedrooms
2 Baths
6 Guests
2098.96 ft²
- Private Pool
- Pool
- Balcony/Terrace
- View
US $737/Night
7 Nights - US $5,159
Top-Rated Holiday Rentals with a Pool in Speightstown
Over 592+ The Best Private Villas and Holiday Rentals in Speightstown with a Pool
Apartment
- Speightstown
- ·
- Little Battaleys
- 0.25 mi to center
10.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
4 Guests
1065.63 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $421/Night
7 Nights - US $2,947
Villa
- St. Peter
- ·
- Merlin Bay
- 0.64 mi to center
10.0Exceptional
(1 Review)
3 Bedrooms
3 Baths
6 Guests
2497.23 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $485/Night
7 Nights - US $3,395
Apartment
- Speightstown
- ·
- Douglas
- 0.17 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
1 Bath
4 Guests
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $178/Night
7 Nights - US $1,246
Villa
- Speightstown
- ·
- Little Battaleys
- 0.23 mi to center
9.8Exceptional
(17 Reviews)
3 Bedrooms
3 Baths
6 Guests
2346.53 ft²
- Oceanfront
- Spa
Fireplace/Heating- Pool
US $418/Night
7 Nights - US $2,926
Villa
- Speightstown
- ·
- Little Battaleys
- 0.19 mi to center
9.8Exceptional
(16 Reviews)
3 Bedrooms
2 Baths
6 Guests
2346.53 ft²
- Oceanfront
- Hot Tub
- Pool
- Ocean View
US $720/Night
7 Nights - US $5,040
Villa
- Speightstown
- ·
- Vuemont
- 0.10 mi to center
9.6Exceptional
(18 Reviews)
2 Bedrooms
2 Baths
4 Guests
1238 ft²
- Private Pool
- Pool
- Balcony/Terrace
- Kitchen
US $194/Night
7 Nights - US $1,358
Villa
- Speightstown
- ·
- Little Battaleys
- 0.18 mi to center
9.5Exceptional
(11 Reviews)
3 Bedrooms
2 Baths
6 Guests
25338.24 ft²
- Oceanfront
- Hot Tub
- Pool
- Ocean View
US $333/Night
7 Nights - US $2,331
Apartment
- St. Peter
- ·
- Merlin Bay
- 0.66 mi to center
9.4Exceptional
(5 Reviews)
3 Bedrooms
3 Baths
6 Guests
1829.86 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $359/Night
7 Nights - US $2,511
Apartment
- Speightstown
- ·
- Rose Hill
- 0.16 mi to center
9.3Exceptional
(12 Reviews)
2 Bedrooms
1 Bath
4 Guests
75.35 ft²
- Pool
- View
- Parking
- Air Conditioner
US $99/Night
7 Nights - US $693
Pet-Friendly Holiday Rentals in Speightstown
Over 17+ Pet-Friendly Holiday Rentals in or Near Speightstown
House
- Speightstown
- ·
- Douglas
- 0.34 mi to center
10.0Exceptional
(2 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Balcony/Terrace
Pet Friendly- Kitchen
- Parking
US $90/Night
7 Nights - US $630
Villa
- Speightstown
- ·
- Retreat
- 0.22 mi to center
1 Bedroom
3 Baths
8 Guests
3013.89 ft²
- Balcony/Terrace
- View
- Pet Friendly
- Parking
US $198/Night
7 Nights - US $1,386
Apartment
- St. Peter
- ·
- Merlin Bay
- 0.47 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
2 Guests
- Pet Friendly
- Air Conditioner
- Internet
Child Friendly
US $69/Night
7 Nights - US $483
Apartment
- St. Peter
- ·
- Merlin Bay
- 0.58 mi to center
4.8Average
(8 Reviews)
1 Bedroom
1 Bath
4 Guests
- Pool
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $183/Night
7 Nights - US $1,280
Villa
- St. Peter
- ·
- Merlin Bay
- 0.21 mi to center
10 Bedrooms
9 Baths
20 Guests
- Pet Friendly
- Air Conditioner
- Internet
- Child Friendly
US $7,380/Night
7 Nights - US $51,660
Villa
4 Bedrooms
5 Baths
8 Guests
- Ocean View
- Balcony/Terrace
- View
- Pet Friendly
US $925/Night
7 Nights - US $6,475
House
- Speightstown
- ·
- Douglas
- 0.34 mi to center
4 Bedrooms
4 Baths
8 Guests
- Oceanfront
- Ocean View
- View
- Pet Friendly
US $825/Night
7 Nights - US $5,775
Villa
2 Bedrooms
4 Baths
6 Guests
- Ocean View
- Balcony/Terrace
- View
- Pet Friendly
US $782/Night
7 Nights - US $5,474
House
3 Bedrooms
3 Baths
8 Guests
- Pet Friendly
- Air Conditioner
- Child Friendly
Laundry
US $775/Night
7 Nights - US $5,425
Large Holiday Rentals and Private Villas in Speightstown
Over 378+ Large Holiday Rentals and Private Villas in or Near Speightstown
Villa
10.0Exceptional
(52 Reviews)
4 Bedrooms
3 Baths
8 Guests
3750 ft²
- Private Pool
- Oceanfront
- Pool
- Ocean View
US $676/Night
7 Nights - US $4,735
House
- Speightstown
- ·
- Douglas
- 0.04 mi to center
8.9Fabulous
(34 Reviews)
6 Bedrooms
3 Baths
12 Guests
1180.44 ft²
- Oceanfront
- Spa
- Pool
- Ocean View
US $120/Night
7 Nights - US $840
Villa
- St. Peter
- ·
- Merlin Bay
- 0.70 mi to center
10.0Exceptional
(5 Reviews)
1 Bedroom
1 Bath
- Pool
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $180/Night
7 Nights - US $1,260
Villa
- St. Peter
- ·
- Merlin Bay
- 0.43 mi to center
10.0Exceptional
(49 Reviews)
2 Bedrooms
1 Bath
4 Guests
800 ft²
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
US $122/Night
7 Nights - US $855
Villa
- Speightstown
- ·
- Little Battaleys
- 0.26 mi to center
8.7Fabulous
(141 Reviews)
16 Bedrooms
16 Baths
32 Guests
613.54 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $150/Night
7 Nights - US $1,050
Villa
- St. Peter
- ·
- Speightstown
- 1.05 mi to center
10.0Exceptional
(35 Reviews)
7 Bedrooms
6 Baths
15 Guests
- Private Pool
- Hot Tub
- Pool
- Balcony/Terrace
US $1,346/Night
7 Nights - US $9,425
Villa
- Speightstown
- ·
- Vuemont
- 0.01 mi to center
10.0Exceptional
(33 Reviews)
3 Bedrooms
2 Baths
6 Guests
1560 ft²
- Oceanfront
- Hot Tub
- Spa
- Pool
US $225/Night
7 Nights - US $1,575
Villa
10.0Exceptional
(16 Reviews)
4 Bedrooms
4 Baths
8 Guests
- Private Pool
- Oceanfront
- Pool
- Ocean View
US $2,081/Night
7 Nights - US $14,569
Villa
10.0Exceptional
(16 Reviews)
3 Bedrooms
3 Baths
6 Guests
- Private Pool
- Oceanfront
- Pool
- Ocean View
US $669/Night
7 Nights - US $4,686
Wheelchair Accessible Holiday Homes in Speightstown
Over 94+ Wheelchair Accessible Holiday Homes in or Near Speightstown
Apartment
- Speightstown
- ·
- Vuemont
- 0.09 mi to center
10.0Exceptional
(27 Reviews)
2 Bedrooms
2 Baths
4 Guests
11 ft²
- Oceanfront
- Spa
- Pool
- Ocean View
US $188/Night
7 Nights - US $1,317
Apartment
- Speightstown
- ·
- Saint Peter Parish
- 0.20 mi to center
9.2Exceptional
(9 Reviews)
1 Bedroom
1 Bath
2 Guests
355.21 ft²
- Balcony/Terrace
- Breakfast
- Kitchen
- Parking
US $42/Night
7 Nights - US $294
House
- Speightstown
- ·
- Little Battaleys
- 0.31 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
2 Guests
- Pool
- Ocean View
- Balcony/Terrace
- View
US $532/Night
7 Nights - US $3,724
Apartment
- St. Peter
- ·
- Merlin Bay
- 0.64 mi to center
10.0Exceptional
(6 Reviews)
1 Bedroom
1 Bath
2 Guests
883 ft²
- Pool
- Balcony/Terrace
- Kitchen
- Parking
US $179/Night
7 Nights - US $1,256
Apartment
6.5Good
(2 Reviews)
4 Bedrooms
4 Baths
8 Guests
882.64 ft²
- Pool
- Balcony/Terrace
- Parking
- Air Conditioner
US $155/Night
7 Nights - US $1,085
Apartment
- St. Peter
- ·
- Schooner Bay
- 0.01 mi to center
10.0Exceptional
(3 Reviews)
3 Bedrooms
3 Baths
6 Guests
- Oceanfront
- Hot Tub
- Pool
- Ocean View
US $1,128/Night
7 Nights - US $7,899
Apartment
- St. Peter
- ·
- Schooner Bay
- 0.01 mi to center
10.0Exceptional
(2 Reviews)
3 Bedrooms
3 Baths
6 Guests
- Oceanfront
- Hot Tub
- Pool
- Ocean View
US $695/Night
7 Nights - US $4,865
Apartment
- Speightstown
- ·
- Little Battaleys
- 0.27 mi to center
10.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
4 Guests
1100 ft²
- Pool
- Ocean View
- Balcony/Terrace
- View
US $300/Night
7 Nights - US $2,102
Apartment
- St. Peter
- ·
- Merlin Bay
- 0.64 mi to center
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
2 Guests
875 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $180/Night
7 Nights - US $1,257
Speightstown Private Villas and Holiday Homes Under $200
Over 131+ Speightstown Private Villas and Holiday Homes Under $200
Apartment
- Speightstown
- ·
- Maynards
- 0.20 mi to center
9.4Exceptional
(9 Reviews)
1 Bedroom
1 Bath
2 Guests
- Oceanfront
- Hot Tub
- Ocean View
- Balcony/Terrace
US $54/Night
7 Nights - US $381
House
- Speightstown
- ·
- Retreat
- 0.23 mi to center
10.0Exceptional
(2 Reviews)
3 Bedrooms
1 Bath
6 Guests
1194.79 ft²
- Fireplace/Heating
- Balcony/Terrace
- View
- Parking
US $122/Night
7 Nights - US $851
Apartment
- Speightstown
- ·
- Douglas
- 0.26 mi to center
7.8Very Good
(7 Reviews)
1 Bedroom
1 Bath
- Oceanfront
- Spa
- Ocean View
- Balcony/Terrace
US $126/Night
7 Nights - US $883
Apartment
- Speightstown
- ·
- Maynards
- 0.14 mi to center
2 Bedrooms
2 Baths
4 Guests
- Air Conditioner
- Internet
- Child Friendly
- Laundry
US $170/Night
7 Nights - US $1,193
Apartment
- Speightstown
- ·
- Collenton
- 0.32 mi to center
9.5Exceptional
(28 Reviews)
4 Bedrooms
2 Baths
8 Guests
- Oceanfront
- Ocean View
- View
- Breakfast
US $80/Night
7 Nights - US $560
Cottage
10.0Exceptional
(68 Reviews)
1 Bedroom
1 Bath
2 Guests
750 ft²
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
US $124/Night
7 Nights - US $869
Villa
- Speightstown
- ·
- Little Battaleys
- 0.26 mi to center
10.0Exceptional
(6 Reviews)
1 Bedroom
1 Bath
2 Guests
- Pool
- Balcony/Terrace
- Kitchen
- Parking
US $186/Night
7 Nights - US $1,301
Apartment
- Speightstown
- ·
- Douglas
- 0.24 mi to center
10.0Exceptional
(4 Reviews)
1 Bedroom
1 Bath
3 Guests
- Oceanfront
- Ocean View
- View
- Kitchen
US $155/Night
7 Nights - US $1,085
Apartment
- Speightstown
- ·
- Douglas
- 0.27 mi to center
10.0Exceptional
(3 Reviews)
1 Bedroom
1 Bath
3 Guests
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
US $155/Night
7 Nights - US $1,085
Instantly Bookable Holiday Homes in Speightstown
Over 313+ Instantly Bookable Holiday Homes in or Near Speightstown
Apartment
9.4Exceptional
(8 Reviews)
1 Bedroom
1 Bath
2 Guests
900 ft²
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
US $310/Night
7 Nights - US $2,168
Condo
2 Bedrooms
1 Bath
4 Guests
- Pool
- Ocean View
- Balcony/Terrace
- View
US $708/Night
7 Nights - US $4,956
Apartment
- St. Peter
- ·
- Schooner Bay
- 0.00 mi to center
1 Bedroom
2 Baths
2 Guests
1156 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $546/Night
7 Nights - US $3,822
House
10.0Exceptional
(123 Reviews)
4 Bedrooms
4 Baths
8 Guests
- Private Pool
- Oceanfront
- Pool
- Ocean View
US $529/Night
7 Nights - US $3,705
Condo
- St. Peter
- ·
- Merlin Bay
- 0.71 mi to center
10.0Exceptional
(28 Reviews)
1 Bedroom
1 Bath
4 Guests
- Pool
- Ocean View
- Balcony/Terrace
- View
US $200/Night
7 Nights - US $1,402
Villa
- St. Peter
- ·
- Merlin Bay
- 0.14 mi to center
10.0Exceptional
(15 Reviews)
4 Bedrooms
4 Baths
8 Guests
- Private Pool
- Oceanfront
- Pool
- Ocean View
US $1,618/Night
7 Nights - US $11,324
Villa
10.0Exceptional
(14 Reviews)
3 Bedrooms
3 Baths
6 Guests
- Private Pool
- Oceanfront
- Pool
- Ocean View
US $1,301/Night
7 Nights - US $9,104
Villa
10.0Exceptional
(13 Reviews)
3 Bedrooms
3 Baths
6 Guests
3000 ft²
- Pool
- Ocean View
- Balcony/Terrace
- View
US $546/Night
7 Nights - US $3,822
Villa
- St. Peter
- ·
- Merlin Bay
- 0.78 mi to center
10.0Exceptional
(12 Reviews)
4 Bedrooms
3 Baths
8 Guests
- Private Pool
- Oceanfront
- Pool
- Ocean View
US $563/Night
7 Nights - US $3,938
Book a Last Minute Place to Stay in Speightstown
About Casai's Private Villas and Holiday Rentals in Speightstown
Discover more than 933 vacation rentals available in Speightstown. 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 Speightstown.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Speightstown, 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 Speightstown. On average, places to stay near Speightstown offer 1325.08 ft², with nightly prices averaging US $906.
With Casai, finding and comparing holiday rentals in Speightstown is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
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Top Accommodation Types in Speightstown
| Type | Count |
|---|---|
| Villas | 376 |
| Holiday Apartments | 252 |
| Vacation Homes | 195 |
| Cottages | 7 |
Use these Quick Filters to Find a Holiday Rental in Speightstown
★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Speightstown.
Top Attractions Around Speightstown, BB
Casai offers a large selection of top attractions around Speightstown . Research things to do on your vacation before you visit Speightstown.
Other Places to Stay in Speightstown, BB
Frequently Asked Questions About Speightstown?
What are the top holiday rentals in Speightstown?
With numerous options available in Speightstown, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Speightstown:
- 4 Bed Colonial Style Villa with pool in private setting, short walk to 2 beaches
- #271 Beautiful Beach Front Exceptional Luxury Apartment in Port St Charles.
- Lou Lou's Hideaway
- WESTERLEE 3 bedroom 2 bathroom with POOL
- Convent View
- Sugar Cane Ridge 23
- Luxury Beach Villa With Stunning Sea Views And Direct Access On To Mullins Beach
- Westmoreland Modern sea View Villa with pool
- Modern 2BR Beachside Haven Ground Floor and Pool
- Uthelina
How many holiday rentals have private pools in Speightstown?
Discover a selection of holiday rentals with private pools near Speightstown with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.
- Nevis Villa
- Holiday Home at 163 Port St Charles
- 3 bed villan3.5 bathroomnAir connWifin3 poolsnGymnTennisnGated communityn
- Wonderful 4 bedroom holiday house with private pool near the beach
Which holiday homes in Speightstown are best for families?
If you're searching for a family-friendly holiday home in Speightstown, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Speightstown:
How many Casai.nz holiday rentals are available in Speightstown?
As of 2026, Casai boasts over 933 properties listed in the Speightstown area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Speightstown.
People Also Ask
Finding the best prices in Speightstown
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