Search Condo Rentals in Thimble Islands

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Compare 10 Condo Rentals in Thimble Islands with updated reviews, rates, and availability.

Chateau Blanc Yale Located Downtown

10.0 out of 10, Exceptional, (1)
"Getting in and out was a cinch because the property manager is extremely quick to respond. The room was clean, comfortable, and exactly what I booked. 10/10 stay. Would stay here again."
The price is AED 404
AED 813 total
includes taxes & fees
6 Apr - 7 Apr
Chateau Blanc Yale Located Downtown

Modern New Haven Condo < 1 Mi to Downtown!

Modern New Haven Condo < 1 Mi to Downtown!

1-bedroom timeshare at Waters Edge Resort & Spa available April 18-25, 2025

1-bedroom timeshare at Waters Edge Resort & Spa available April 18-25, 2025

East haven a gateway , & still be connected to the real world at the same time

East haven a gateway , & still be connected to the real world at the same time

Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 6

Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 6

Luxurious Townhome with Water views!

Luxurious Townhome with Water views!

Mattituck Marvel

4.0 star property
Mattituck Marvel

Home Away From Home Of Connecticut

Home Away From Home Of Connecticut

beautiful brownstone

beautiful brownstone
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Don't see what you're looking for?
See all available properties in Thimble Islands
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Thimble Islands

Grace Island. Private Island! Vacations, Getaways, Weddings & Special Events.

Grace Island. Private Island! Vacations, Getaways, Weddings & Special Events.

New Haven Village Suites

3.0 star property
7.6 out of 10, Good, (2023)
"Good stay. "
New Haven Village Suites

Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub

10.0 out of 10, Exceptional, (128)
"having previously rented VRBO properties in Palm Springs, West Palm Beach & Ft. Lauderdale I can confirm this property is exceptional. The studio has 1st tier amenities, waterfront location & in addition the hosts provided most welcoming foods and snacks, an overall wonderful experienceJimBrooklyn, NY"
Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

Why book your condo in Thimble Islands with Expedia?
Reserving a condo in Thimble Islands is as easy as clicking on your travel dates and picking the option that meets your needs. On the lookout for something affordable or upmarket, or a stay that also features a pool and free WiFi? Use Expedia’s search filters to further narrow your search results and find the perfect fit.
How can I find cheap condos in Thimble Islands?
Expedia can help you look for cheap condos in Thimble Islands. To lock in your ideal stay in just a few keystrokes, try out our handy filter tool to refine your search results by star rating, budget and amenities.