House
10.0(24 Reviews)
4 Bedrooms
8 Guests
Parking
Ocean View
Balcony/Terrace
View
US $1,588/Night
7 Nights - US $11,116
Prospect Winter Rentals & Holiday Homes
Discover winter rentals Prospect - We found 59 exact matches
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Compare Winter Rental in Prospect
10.0
Apartment
10.0(1 Review)
1 Bedroom
2 Guests
Hot Tub- Parking
Air Conditioner
Internet
US $194/Night
7 Nights - US $1,355
Resort
9.0(194 Reviews)
- Hot Tub
Breakfast- Parking
Pool
US $518/Night
7 Nights - US $3,626
Villa
10.0(2 Reviews)
7 Bedrooms
12 Guests
Oceanfront- Hot Tub
- Parking
- Ocean View
US $1,779/Night
7 Nights - US $12,455
House
10.0(1 Review)
4 Bedrooms
8 Guests
- Breakfast
- Parking
- Ocean View
- Balcony/Terrace
US $416/Night
7 Nights - US $2,912
Condo
10.0(1 Review)
1 Bedroom
4 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $170/Night
7 Nights - US $1,188
House
9.8(16 Reviews)
2 Bedrooms
4 Guests
- Parking
- Pool
Skiing- Ocean View
US $170/Night
7 Nights - US $1,193
Villa
9.6(20 Reviews)
4 Bedrooms
8 Guests
Private Pool- Oceanfront
- Parking
- Pool
US $929/Night
7 Nights - US $6,501
Villa
9.4(10 Reviews)
3 Bedrooms
6 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $204/Night
7 Nights - US $1,429
Villa
9.0(27 Reviews)
3 Bedrooms
6 Guests
- Hot Tub
- Parking
- Pool
- Ocean View
US $199/Night
7 Nights - US $1,392
Villa
9.0(2 Reviews)
3 Bedrooms
6 Guests
- Private Pool
- Parking
- Pool
- Ocean View
US $478/Night
7 Nights - US $3,347
Apartment
8.0(1 Review)
3 Bedrooms
6 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $536/Night
7 Nights - US $3,753
Condo
8.0(1 Review)
1 Bedroom
2 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $150/Night
7 Nights - US $1,050
Villa
7 Bedrooms
14 Guests
- Private Pool
- Parking
- Pool
- Ocean View
US $4,349/Night
7 Nights - US $30,442
Villa
6 Bedrooms
12 Guests
- Private Pool
- Parking
- Pool
- Ocean View
US $2,702/Night
7 Nights - US $18,915
Apartment
3 Bedrooms
6 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $1,132/Night
7 Nights - US $7,921
US $1,117/Night
7 Nights - US $7,818
Villa
4 Bedrooms
8 Guests
- Private Pool
- Oceanfront
- Pool
- Ocean View
US $1,047/Night
7 Nights - US $7,328
Villa
4 Bedrooms
6 Guests
- Private Pool
- Parking
- Pool
- Ocean View
US $858/Night
7 Nights - US $6,003
Villa
4 Bedrooms
8 Guests
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $633/Night
7 Nights - US $4,433
Apartment
1 Bedroom
2 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $225/Night
7 Nights - US $1,577
Villa
10.0(3 Reviews)
5 Bedrooms
9 Guests
- Private Pool
- Oceanfront
- Pool
- Skiing
US $2,351/Night
7 Nights - US $16,455
Villa
9.8(18 Reviews)
3 Bedrooms
6 Guests
- Private Pool
- Oceanfront
- Pool
- Skiing
US $495/Night
7 Nights - US $3,465
Villa
9.6(23 Reviews)
7 Bedrooms
12 Guests
- Oceanfront
- Skiing
- Ocean View
- Balcony/Terrace
US $1,202/Night
7 Nights - US $8,416
About Prospect Winter Rental on Casai.nz
Craving a winter escape in the enchanting locales of the Mediterranean or the Caribbean? Explore 59 accommodations for your upcoming winter getaway, whether you're dreaming of azure waters and sun-kissed beaches or charming coastal towns.
At Casai, we present a diverse array of listings for holiday homes and villas nestled in the picturesque landscapes of the Mediterranean and the Caribbean. From luxurious villas overlooking crystal-clear waters to charming holiday homes nestled amidst palm-fringed shores, our curated selection caters to every preference and ensures an unforgettable retreat.
Indulge in the epitome of luxury with our Mediterranean and Caribbean villas, boasting opulent amenities such as private pools, spacious outdoor terraces, serene gardens, and breathtaking ocean views. Whether you're seeking a romantic escape, a family adventure, or a group getaway, our listings offer the perfect blend of comfort and sophistication.
Escape the winter chill and bask in the warmth of the Mediterranean or Caribbean sun. Explore our collection of holiday homes and villas, meticulously curated to provide the ultimate sanctuary for your winter retreat. With Casai, your dream vacation awaits.
Winter Rental: Explore Top Destinations
Frequently Asked Questions About Prospect Winter Rentals
What are the top rated Winter Rentals in Prospect?
There are a lot of options in Prospect. If you plan on staying in the Prospect area, consider making a reservation for a few nights at one of these properties as these have been rated the top Winter Rentals in Prospect:
- Six Bedroom villa positioned right on the cliff front facing the Ocean
- Coralita No1. Oceanfront Property Near Sandy Lane
- Coralita No.2, Oceanfront Apartment Near Sandy Lane
- Beautiful & Spacious Townhouse ~With~ Swimming Pool & Panoramic Views
- Cozy Traditional Bajan Cottage
- RADWOOD BEACH VILLA BARBADOS - Luxury 3 Bedroom Beach Front Villa with Pool
- Spectacular ocean front property, private beach access - Apartment 3
- Sea Spray Beach Cottage
- Beachfront Villa Rental With Stunning Sea Views And A Private Plunge Pool
- Portico 1 – Oceanfront Contemporary Luxury on Barbados’ Platinum Coast
How much does it cost to rent a place to stay near Prospect in the wintertime?
The average cost for winter rentals in Prospect is $1,078 per night. Casai has a wide list of great winter places to stay near Prospect that would suit your preferences. There are single and multiple rooms for solo trips or family vacations.
Are there any winter cottages/chalets in Prospect that allow pets?
Yes, here are the top cottage/chalet rentals in Prospect that allow you to bring your pet or dog:
- Private steps down to the beach with stunning ocean views
- La Porta Della Casa Hot Tub Patio and Sun Deck
- Waves Resort & Spa, Barbados, An Autograph Collection® All-Inclusive Resort
- Luxury Oceanfront Villa with Private Beach & Hot Tub
See all pet-friendly vacation rentals in Prospect on Casai.nz
Do you have any winter rentals in Prospect that are suitable for families?
Most of our rentals homes are suitable for families. Check out the complete list of places to stay in Prospect to find what works for you.
Are there winter accommodations in Prospect that have indoor swimming pools?
As of 2026, the data from Casai.nz shows that there are over 59 private swimming pools or indoor pools accommodations near Prospect along with other great amenities.
Do any winter holiday rentals in Prospect have hot tubs?
About 59 holiday rentals in Prospect boast of premium hot tubs. Some of the popular winter places to stay with hot tubs include:
Are there luxury winter rentals in Prospect?
Yes, there are many luxury places to stay in Prospect for the winter season. Find out more luxury, lakefront, winter, & last-minute rental homes near Prospect with all the best amenities for your next trip.
