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Holiday homes in Wainscott You’ll Love

Top-Rated Wainscott Holiday homes for Every Budget and Style!

Looking for a holiday home in Wainscott (Florida)? Browse a wide range of vacation rentals – from cozy retreats to spacious family homes – starting at just $50.00 per night. Whether you are planning a weekend getaway or a longer stay, you will find the perfect home away from home in the heart of Wainscott.

We found 29 Holiday-homes in Wainscott and the surrounding area (within 30 miles)

Villa Burak - Luxury with pool in Bridgehampton, USA

Villa Burak - Luxury with pool

Villa in Bridgehampton near Wainscott, Florida , Silver Lane
Just 1.1 miles from Mecox Beach and 1.1 miles from Ocean Road Beach, Villa Burak - Luxury with pool features accommodations in Bridgehampton with a ba...
  • Parking
  • Pets allowed
  • Bar
  • Family rooms
  • Breakfast in the room

Exceptional 1 Reviews 10.0

from $211.00 Show details »

Villa Xmart - Luxury with pool in Water Mill, USA

Villa Xmart - Luxury with pool

Villa in Water Mill near Wainscott, Florida , 14 Rose Hill Road
Offering a garden, Villa Xmart - Luxury with pool features accommodations in Water Mill.
  • Parking
  • Pets allowed
  • Bar
  • Family rooms
  • Outdoor pool

Exceptional 1 Reviews 10.0

from $4.132.19 Show details »

Villa Victoria - Cozy Hamptons Villa in Bridgehampton, USA

Villa Victoria - Cozy Hamptons Villa

Villa in Bridgehampton near Wainscott, Florida , 81 Bridgefield Rd
Villa Victoria - Cozy Hamptons Villa offers accommodations in Bridgehampton, 15 miles from Montauk Point Lighthouse and 20 miles from Second House Mus...
  • Parking
  • Pets allowed
  • Family rooms
  • Outdoor pool
  • Swimming pool

Exceptional 2 Reviews 10.0

from $53.00 Show details »

Villa Bridgehampton village in East Hampton, USA

Villa Bridgehampton village

Villa in East Hampton near Wainscott, Florida , 13 Ludlow Green
Providing a garden, Villa Bridgehampton village offers accommodations in East Hampton.
  • Parking
  • Pets allowed
  • Bar
  • Family rooms

Exceptional 1 Reviews 10.0

from $4.082.86 Show details »

Villa Vajra in East Hampton, USA

Villa Vajra

Villa in East Hampton near Wainscott, Florida , 94 beckeys path
Villa Vajra offers accommodations in East Hampton, 21 miles from Second House Museum and 22 miles from Hither Woods Preserve.
  • Parking
  • Pets allowed
  • Family rooms
  • Outdoor pool
  • Swimming pool

Exceptional 1 Reviews 10.0

from $2.741.67 Show details »

Villa Direen in East Hampton, USA

Villa Direen

Villa in East Hampton near Wainscott, Florida , Stephen Hands Path
Villa Direen is located in East Hampton, just 11 miles from Montauk Point Lighthouse and 16 miles from Second House Museum.
  • Pets allowed
  • Bar
  • Family rooms
  • Outdoor pool
  • Swimming pool

Exceptional 1 Reviews 10.0

from $2.290.00 Show details »

Villa Nostro Palazzo in East Hampton, USA

Villa Nostro Palazzo

Villa in East Hampton near Wainscott, Florida , 75 South Breeze Drive
Villa Nostro Palazzo is located in East Hampton, just 13 miles from Montauk Point Lighthouse and 18 miles from Second House Museum.
  • Parking
  • Pets allowed
  • Family rooms
  • Indoor pool
  • Swimming pool

Exceptional 2 Reviews 10.0

from $2.480.01 Show details »

Villa Charlotte - Elegant 7 Bedroom in Southampton, USA

Villa Charlotte - Elegant 7 Bedroom

Villa in Southampton near Wainscott, Florida , 309 Old Sag Harbor Road
18 miles from Montauk Point Lighthouse in Southampton, Villa Charlotte - Elegant 7 Bedroom offers accommodations with access to a fitness room.
  • Parking
  • Pets allowed
  • Sauna
  • Family rooms
  • Outdoor pool

Exceptional 1 Reviews 10.0

from $72.00 Show details »

Villa Sofia in Freetown, USA

Villa Sofia

Villa in Freetown near Wainscott, Florida , 133 Stephen Hands Path
7.5 miles from Montauk Point Lighthouse in Freetown, Villa Sofia features accommodations with access to an indoor pool.
  • Parking
  • Pets allowed
  • Family rooms
  • Indoor pool
  • Swimming pool

Exceptional 2 Reviews 10.0

from $2.144.37 Show details »

Villa Baloch- w/ Sparkling heated pool in East Hampton, USA

Villa Baloch- w/ Sparkling heated pool

Villa in East Hampton near Wainscott, Florida , 36 Atlantic St
Featuring an outdoor swimming pool, Villa Baloch- w/ Sparkling heated pool features accommodations in East Hampton.
  • Parking
  • Pets allowed
  • Family rooms
  • Outdoor pool
  • Swimming Pool

Exceptional 1 Reviews 10.0

from $1.525.00 Show details »

Villa Kimaal - Luxury with pool in Sag Harbor, USA

Villa Kimaal - Luxury with pool

Villa in Sag Harbor near Wainscott, Florida , 33 Carroll Street
Providing a bar, Villa Kimaal - Luxury with pool offers accommodations in Sag Harbor.
  • Parking
  • Pets allowed
  • Bar
  • Breakfast in the room
  • Outdoor pool

Exceptional 1 Reviews 10.0

from $2.572.43 Show details »

Villa Guldan - Luxury with pool in Wainscott, USA

Villa Guldan - Luxury with pool

Villa in Wainscott, Florida , Six Pole Highway
Offering a garden, Villa Guldan - Luxury with pool provides accommodations in Wainscott.
  • Parking
  • Pets allowed
  • Bar
  • Family rooms
  • Outdoor pool

no reviews

from $4.871.01 Show details »

Villa KeyLime in Sag Harbor, USA

Villa KeyLime

Villa in Sag Harbor near Wainscott, Florida , 3, Wilson Place
1.3 miles from Havens Beach in Sag Harbor, Villa KeyLime offers accommodations with access to an indoor pool.
  • Parking
  • Pets allowed
  • Family rooms
  • Indoor pool
  • Swimming pool

Exceptional 1 Reviews 10.0

from $3.719.64 Show details »

Stunning East Hampton Designer Home in East Hampton, USA

Stunning East Hampton Designer Home

Villa in East Hampton near Wainscott, Florida , 19 Old School House Lane
13 miles from Montauk Point Lighthouse in East Hampton, Stunning East Hampton Designer Home features accommodations with access to a fitness room.
  • Parking
  • Pets allowed
  • Sauna
  • Family rooms
  • Outdoor pool

no reviews

from $54.00 Show details »

The Heritage August w LD full month in Bridgehampton, USA

The Heritage August w LD full month

Holiday home in Bridgehampton near Wainscott, Florida , 2214 Montauk Highway, PO Box 335
The Heritage August w LD full month is located in Bridgehampton, just 15 miles from Montauk Point Lighthouse and 21 miles from Second House Museum.
  • Parking
  • Pets allowed
  • Swimming Pool

no reviews

from $97.00 Show details »

Family Beach House and Cottage in Wainscott, USA

Family Beach House and Cottage

Holiday home in Wainscott, Florida , 128 Sayres Path
Providing a garden, Family Beach House and Cottage features accommodations in Wainscott.
  • Parking
  • Pets allowed
  • Family rooms
  • Outdoor pool
  • Swimming Pool

no reviews

from $5.714.35 Show details »

Hamptons Home with Private Pool, 1 Mi to Beach! in Wainscott, USA

Hamptons Home with Private Pool, 1 Mi to...

Holiday home in Wainscott, Florida
Hamptons Home with Private Pool, 1 Mi to Beach! offers accommodations in Wainscott, 12 miles from Montauk Point Lighthouse and 17 miles from Second Ho...
  • Parking
  • Pets allowed
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $2.433.24 Show details »

Quiet Luxury in the Heart of the Hamptons in Bridgehampton, USA

Quiet Luxury in the Heart of the Hampton...

Holiday home in Bridgehampton near Wainscott, Florida , 62 Sea Farm Lane
Quiet Luxury in the Heart of the Hamptons offers accommodations in Bridgehampton, 16 miles from Montauk Point Lighthouse and 21 miles from Second Hous...
  • Parking
  • Pets allowed
  • Swimming pool
  • Swimming Pool

no reviews

from $100.00 Show details »

Island in the Sky in Water Mill, USA

Island in the Sky

Holiday home in Water Mill near Wainscott, Florida
Island in the Sky is located in Water Mill, just 18 miles from Montauk Point Lighthouse and 24 miles from Second House Museum.
  • Parking
  • Pets allowed
  • Fitness centre
  • Outdoor pool
  • Swimming pool

no reviews

from $93.00 Show details »

East Hampton Village Oasis in East Hampton, USA

East Hampton Village Oasis

Holiday home in East Hampton near Wainscott, Florida , 30 Pantigo Road
East Hampton Village Oasis offers accommodations in East Hampton, 1.7 miles from Wiborg Beach and 1.9 miles from Two Mile Hollow Beach.
  • Pets allowed

no reviews

from $3.899.00 Show details »

Heated Pool, Driftwood Cottage by RoveTravel in East Hampton, USA

Heated Pool, Driftwood Cottage by RoveTr...

Holiday home in East Hampton near Wainscott, Florida , Pantigo Road 241
Heated Pool, Driftwood Cottage by RoveTravel is located in East Hampton, just 6.9 miles from Montauk Point Lighthouse and 12 miles from Second House M...
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Fabulous 4 Reviews 9.0

from $581.78 Show details »

Private Home near Ocean Beaches, Nature Preserve in East Hampton, USA

Private Home near Ocean Beaches, Nature...

Holiday home in East Hampton near Wainscott, Florida , 32 Whooping Hollow Road
Featuring a garden, Private Home near Ocean Beaches, Nature Preserve features accommodations in East Hampton.
  • Parking
  • Pets allowed
  • Family rooms

Exceptional 3 Reviews 10.0

from $68.00 Show details »

Beautiful two-story Tradicional East Hampton home in East Hampton, USA

Beautiful two-story Tradicional East Ham...

Holiday home in East Hampton near Wainscott, Florida , 9 Dayton Ave
Beautiful two-story Tradicional East Hampton home is located in East Hampton, just 8 miles from Montauk Point Lighthouse and 14 miles from Second Hous...
  • Parking

no reviews

from $57.00 Show details »

Artisan Grove Four bedrooms 3 bathrooms with Pool, Equipped Kitchen and Laundry in East Hampton, USA

Artisan Grove Four bedrooms 3 bathrooms...

Holiday home in East Hampton near Wainscott, Florida , 191 Bull Path
Artisan Grove Four bedrooms 3 bathrooms with Pool, Equipped Kitchen and Laundry offers accommodations in East Hampton, 10 miles from Montauk Point Lig...
  • Parking
  • Pets allowed
  • Swimming Pool

no reviews

from $82.00 Show details »

Heated Pool, Hot tub, Beachwood Cove by RoveTravel in East Hampton, USA

Heated Pool, Hot tub, Beachwood Cove by...

Holiday home in East Hampton near Wainscott, Florida , Edwards Hole Road 65
Heated Pool, Hot tub, Beachwood Cove by RoveTravel offers accommodations in East Hampton, 13 miles from Montauk Point Lighthouse and 19 miles from Sec...
  • Parking
  • Pets allowed
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $94.00 Show details »

Number of Holiday homes in Wainscott 29
Average price per night $656.00
Lowest price per night $50,00
Highest price per night $12.137,00

Top 10 Cheapest Holiday-homes in Wainscott

Discover the Cheapest Holiday-homes in Wainscott – Ranked by Lowest Nightly Rates.

Top 10 Most Booked Holiday-homes in Wainscott

Check out the Most Booked Holiday-homes in Wainscott – Based on Guest Popularity.

Holiday homes in Wainscott (Florida), comfortable and familiar

Staying in a holiday or vacation home in Wainscott can be a great alternative to a hotel or resort. They can range from small cottages to luxurious villas, and are often located in popular tourist destinations such as beaches or mountains. One of the main benefits is the privacy and flexibility that comes with having your own space. Unlike a hotel room, a holiday home provides you with a living area, kitchen, and sometimes even outdoor space, allowing you to cook your own meals, relax in comfort, and enjoy the company of your friends or family without the interruptions of other guests.

Holiday homes often offer more space than a hotel room. This can be particularly useful for families or groups of friends traveling together, who may need more than one room or want to avoid the cramped feeling of a single hotel room. They can also provide a more authentic travel experience, allowing guests to immerse themselves in the local culture and lifestyle. This can be particularly appealing for those who prefer to stay in quieter, residential areas away from the hustle and bustle of tourist hotspots.

Find the best Holiday home in Wainscott for your needs

Holiday homes should offer a comfortable and enjoyable stay, providing all the necessary amenities and conveniences to make your vacation experience memorable. At a minimum, your holiday home in Wainscott should offer a clean and well-maintained living space with comfortable furnishings, adequate lighting, and climate control.

In addition to basic amenities such as a fully equipped kitchen, comfortable bedding, and clean linens and towels, holiday homes should also offer modern conveniences such as Wi-Fi, cable or streaming TV, and laundry facilities. A private outdoor space, such as a balcony or terrace, can also add to the overall enjoyment. They can also offer additional features such as a swimming pool, hot tub, or outdoor grill. Location is also important, for example, close to popular tourist attractions, restaurants and shopping areas.

Accommodation data and pictures provided by Booking.com