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Accommodations in Shelter Island

Enjoy your stay and find the best accommodations in Shelter Island at affordable prices

Searching for an accommodation in Shelter Island (Florida)? You will find a various number of lodgings for your overnight stay in Shelter Island, starting from $79 per bed and night. Whether you are looking for a hotel, a guesthouse or an apartment, you will find an accommodation that meets your needs.

Accommodations in Shelter Island and region (30 miles)
West Neck Guesthouse in Shelter Island Heights, USA

West Neck Guesthouse

B&B in Shelter Island Heights near Shelter Island, Florida , 31 West Neck Road
Situated in Shelter Island Heights, West Neck Guesthouse features free WiFi, and guests can enjoy free bikes and a garden.
  • Parking
  • Family rooms

Fabulous 15 Reviews 9.0

from $330.00 Show details »

Bright Apartment - half Mi to Greenport Harbor! in Greenport, USA

Bright Apartment - half Mi to Greenport...

Apartment in Greenport near Shelter Island, Florida
Located in Greenport, Bright 2nd-Floor Apt - half Mi to Greenport Harbor! provides accommodation with a patio and free WiFi.
  • Parking
  • Hairdryer
  • Iron
  • Refrigerator
  • Free toiletries

Superb 9 Reviews 9.4

from $260.00 Show details »

Quaint DT Greenport Apt - 2 Mi to Shelter Island! in Greenport, USA

Quaint DT Greenport Apt - 2 Mi to Shelte...

Apartment in Greenport near Shelter Island, Florida
Situated in Greenport, Quaint DT Greenport Apt - 2 Mi to Shelter Island! features accommodation with a patio and free WiFi.
  • Parking
  • Hairdryer
  • Refrigerator
  • Free toiletries
  • Toilet

Exceptional 2 Reviews 10.0

from $222.67 Show details »

Greenport Home with Furnished Patio, Walk Downtown! in Greenport, USA

Greenport Home with Furnished Patio, Wal...

Holiday home in Greenport near Shelter Island, Florida
Situated in Greenport, Greenport Home with Furnished Patio, Walk Downtown! features accommodation with a patio and free WiFi.
  • Parking
  • Refrigerator
  • Free toiletries
  • Toilet
  • Microwave

no reviews

from $424.00 Show details »

Charming Greenport Gem 1, 1 Mile to Ferry! in Greenport, USA

Charming Greenport Gem 1, 1 Mile to Ferr...

Apartment in Greenport near Shelter Island, Florida
Charming Greenport Gem 1, 1 Mile to Ferry! is situated in Greenport.
  • Parking

no reviews

from $218.00 Show details »

A Walk in the Woods Bed and Breakfast in Southold, USA

A Walk in the Woods Bed and Breakfast

B&B in Southold near Shelter Island, Florida , 9680 North Bayview Road
Relax on the large wrap-around front porch of this Long Island, New York bed and breakfast.
  • Parking

Superb 39 Reviews 9.1

from $345.00 Show details »

Arbor View House Bed and Breakfast in East Marion, USA

Arbor View House Bed and Breakfast

B&B in East Marion near Shelter Island, Florida , 8900 Main Road
This historic bed and breakfast in Long Island features free Wi-Fi, spa services, and individually decorated rooms equipped with a flat-screen TV.
  • Parking
  • Spa and wellness centre
  • Allergy-free room
  • Shower
  • Bath

Exceptional 13 Reviews 9.5

from $399.74 Show details »

BayFront Cottage in Orient, USA

BayFront Cottage

Villa in Orient near Shelter Island, Florida , 2190 Village Lane
BayFront Cottage is located in Orient, 49 km from Splish Splash, and provides a balcony, garden, and free WiFi.
  • Parking
  • Family rooms

no reviews

from $306.00 Show details »

The Parkside Retreat in Noyac in Sag Harbor, USA

The Parkside Retreat in Noyac

Holiday home in Sag Harbor near Shelter Island, Florida
Situated in Sag Harbor, 1.9 km from Foster Memorial Beach, The Parkside Retreat in Noyac features accommodation with a garden, free WiFi and an ATM.
  • Parking
  • Pets allowed
  • Tea/Coffee maker
  • Shower
  • Bath

no reviews

from $261.00 Show details »

Sag Harbor Hideaway in Sag Harbor, USA

Sag Harbor Hideaway

Holiday home in Sag Harbor near Shelter Island, Florida
Set in Sag Harbor, within 1.2 km of Havens Beach and 23 km of Montauk Point Lighthouse, Sag Harbor Hideaway offers accommodation with free WiFi, air c...
  • Parking
  • Pets allowed

no reviews

from $225.00 Show details »

Cowgirl Palace in Sag Harbor, USA

Cowgirl Palace

Homestay in Sag Harbor near Shelter Island, Florida , 116 Merchants Path
Situated 22 km from Montauk Point Lighthouse, Cowgirl Palace features accommodation with free WiFi and free private parking.
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Good 15 Reviews 7.3

from $300.00 Show details »

East Hampton Retreat in East Hampton, USA

East Hampton Retreat

Holiday home in East Hampton near Shelter Island, Florida
Located in East Hampton, 19 km from Montauk Point Lighthouse and 28 km from Second House Museum, East Hampton Retreat provides accommodation with free...
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $331.86 Show details »

Sweet Dreams Bed and Breakfast Cutchogue in Cutchogue, USA

Sweet Dreams Bed and Breakfast Cutchogue

B&B in Cutchogue near Shelter Island, Florida , 26755 Main Road P.O.Box 1038
Situated 2.7 km from Fleet Neck Beach, Sweet Dreams Bed and Breakfast Cutchogue offers a garden, a shared lounge and air-conditioned accommodation wit...
  • Parking
  • Family rooms

Exceptional 13 Reviews 9.8

from $445.50 Show details »

Cute East Hampton Cottage with Patio - Walk to Beach in East Hampton, USA

Cute East Hampton Cottage with Patio - W...

Holiday home in East Hampton near Shelter Island, Florida
Within 16 km of Montauk Point Lighthouse and 25 km of Second House Museum, Cute East Hampton Cottage with Patio - Walk to Beach features free WiFi and...
  • Parking
  • Internet facilities
  • Iron
  • Refrigerator
  • Free toiletries

Superb 4 Reviews 9.3

from $364.33 Show details »

Springs Country Cottage in East Hampton, USA

Springs Country Cottage

Holiday home in East Hampton near Shelter Island, Florida
Set in East Hampton, 16 km from Montauk Point Lighthouse and 25 km from Second House Museum, Springs Country Cottage offers accommodation with free Wi...
  • Parking
  • Pets allowed

no reviews

from $147.17 Show details »

Banks Holiday in East Hampton, USA

Banks Holiday

Holiday home in East Hampton near Shelter Island, Florida
Located in East Hampton, 17 km from Montauk Point Lighthouse and 26 km from Second House Museum, Banks Holiday offers free WiFi, a garden and air cond...
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $297.00 Show details »

Waterfront escape with magical vibes! in East Hampton, USA

Waterfront escape with magical vibes!

Holiday home in East Hampton near Shelter Island, Florida , 219 Three Mile Harbor Hog Creek Road
Boasting river views, Waterfront escape with magical vibes! offers accommodation with a private beach area and a balcony, around 16 km from Montauk Po...
  • Parking
  • Pets allowed
  • Family rooms

Good 6 Reviews 7.2

from $395.17 Show details »

Accabonac Escape in East Hampton, USA

Accabonac Escape

Holiday home in East Hampton near Shelter Island, Florida
Set in East Hampton, 13 km from Montauk Point Lighthouse and 22 km from Second House Museum, Accabonac Escape offers free WiFi, a garden and air condi...
  • Parking
  • Pets allowed
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $346.14 Show details »

Southampton Long Island Hotel in Southampton, USA

Southampton Long Island Hotel

Hotel in Southampton near Shelter Island, Florida , 450 County Road 39
This Southampton property is located 3 miles from Coopers Beach and features an outdoor swimming pool.
  • Parking
  • Family rooms
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Very good 113 Reviews 8.1

from $360.00 Show details »

White Sandstone in Amagansett, USA

White Sandstone

Holiday home in Amagansett near Shelter Island, Florida
Situated in Amagansett, within 100 metres of Napeague Ocean Beach and 300 metres of Amagansett Beach, White Sandstone offers accommodation with free W...

Fabulous 2 Reviews 9.0

from $194.14 Show details »

Sea Haven Resort Motel in Southampton, USA

Sea Haven Resort Motel

Hotel in Southampton near Shelter Island, Florida , 62 Longview Road
Located in Southampton, within 2.9 km of Meschutt Beach and 28 km of Splish Splash, Sea Haven Resort Motel provides accommodation with a garden and fr...
  • Parking
  • Bath
  • TV
  • Air conditioning
  • Hairdryer

Good 31 Reviews 7.1

from $359.10 Show details »

Charming Old Saybrook Cottage Less Than 1 Mi to Beach in Old Saybrook, USA

Charming Old Saybrook Cottage Less Than...

Holiday home in Old Saybrook near Shelter Island, Florida
Set in Old Saybrook, 30 km from Goodspeed Opera House and 46 km from Thimble Islands, Charming Old Saybrook Cottage Less Than 1 Mi to Beach offers fre...
  • Parking

no reviews

from $285.00 Show details »

Saybrook Point Resort & Marina in Old Saybrook, USA

Saybrook Point Resort & Marina

Hotel in Old Saybrook near Shelter Island, Florida , Two Bridge Street
This 4-star eco-friendly hotel is located in historic Old Saybrook along the Connecticut River.
  • Parking
  • Restaurant
  • Pets allowed
  • Bar
  • Sauna

Superb 334 Reviews 9.1

from $400.10 Show details »

Grandmas Cottage with Sunroom Walk to Beach in Old Saybrook, USA

Grandmas Cottage with Sunroom Walk to Be...

Holiday home in Old Saybrook near Shelter Island, Florida
Set in Old Saybrook, 3 km from Harveys Beach and 26 km from Goodspeed Opera House, Grandmas Cottage with Sunroom Walk to Beach offers free WiFi and ai...
  • Parking
  • Pets allowed

no reviews

from $244.00 Show details »

Saybrook Manor Beach House in Old Saybrook, USA

Saybrook Manor Beach House

Holiday home in Old Saybrook near Shelter Island, Florida , 44 Middletown Ave
Boasting free bikes, a garden, and a bar, Saybrook Manor Beach House offers accommodation in Old Saybrook with free WiFi and garden views.
  • Parking
  • Bar
  • Family rooms

Very good 1 Reviews 8.0

from $332.50 Show details »

Number of Accommodations in Shelter Island 96
Number of guest ratings 94
Average price per night $475.53
Lowest price per night $79.00
Highest price per night $5.195.00

Most popular accommodations in Shelter Island

The most popular accommodations in Shelter Island based on average guest rating (Top 10).

Cheapest accommodations in Shelter Island

The cheapest accommodations in Shelter Island based on room rate per night (Top 10).

Most booked accommodations in Shelter Island

The most booked accommodations in Shelter Island based on popularity with guests (Top 10).

Sleep & Travel in Shelter Island (Florida)

Getting the best travel and overnight stay experience requires careful planning and attention to detail. Start by researching your destination and choosing the right accommodations for your needs and budget. Consider factors such as location, amenities, and reviews from other travelers. To make the most of your trip, take the time to explore Shelter Island and immerse yourself in the local culture. This might include trying new foods, visiting historic sites, or attending cultural events.

When booking your accommodation in Shelter Island, be sure to communicate any special requests or preferences you may have, such as a specific room type or dietary restrictions. This will help ensure that your stay is comfortable and enjoyable. Also don't forget to pack wisely and bring along any necessary travel essentials, such as comfortable shoes, sunscreen, and a camera to capture all of your memories. With careful planning and a spirit of adventure, you can have an unforgettable travel and overnight stay experience.

How to find the best accommodation in Shelter Island

To find the perfect place to stay in Shelter Island, consider your budget, preferred location, and the amenities you need. Do you want to stay in a hotel or a vacation rental or do your prefer an apartment or house with more space, privacy, and the opportunity to live like a local? Do you need access to a kitchen, laundry facilities, or a gym? Research online reviews and ratings to get an idea of what past guests have experienced. Also, consider the type of trip you're taking. If you're traveling with family, you may need a larger space or a kid-friendly environment. If you're on a romantic getaway, you may want a more intimate setting.

Accommodation data and pictures provided by Booking.com