Tingler Island Holiday Rentals

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Holiday Rentals in Tingler Island

Elegant waterfront home with private pools, hot tub, & dock - walk to beach

Marathon
9.6 out of 10, Exceptional, (61)
"We loved every minute of our vacation We felt right at home It was an excellent choice and would stay there again "
United States
Heather P.
Elegant waterfront home with private pools, hot tub, & dock - walk to beach

Walk to Sombrero Beach!

Marathon
10.0 out of 10, Exceptional, (118)
"Great place for vacation. House was amazing and all the amenities you could want. Host was excellent. "
United States
jon w.
Walk to Sombrero Beach!

Attention Large Groups! 14Bd/10Bth Home Comfortably Accommodates Up to 30!

Marathon
9.6 out of 10, Exceptional, (81)
"Melissa was a great host with a wonderful property, would recommend! "
United States
Benjamin B.
Attention Large Groups! 14Bd/10Bth Home Comfortably Accommodates Up to 30!

FALL 2025~399/NT~NO HLDY Wk~Fish, Swim, Relax! Pool & Dock – Perfect 4 Families~

Marathon
10.0 out of 10, Exceptional, (75)
"This is an amazing property. The house was super clean, pool was great, house was way beyond nice and the location would be hard to beat - the beds were even super comfortable. Michelle is a great host and communication was great. We had a wonderful family vacation!!"
United States
BUFFY F.
FALL 2025~399/NT~NO HLDY Wk~Fish, Swim, Relax! Pool & Dock – Perfect 4 Families~

Bumpa's Big House - Bring the Grandkids!

Marathon
10.0 out of 10, Exceptional, (28)
"We had an amazing time with our 17 person group with ages 10-80 years old. The property was perfect for us and recommendations from Mallory were great. Highly recommend renting bikes, doing a fishing charter and snorkeling. "
United States
Christy y.
Bumpa's Big House - Bring the Grandkids!

Beach House, Waterfront, Sombrero Beach, Florida Keys Rental, Private Pool, Dock

Marathon
10.0 out of 10, Exceptional, (21)
"Great location and the kids stayed busy while we fished!"
United States
Angela B.
Beach House, Waterfront, Sombrero Beach, Florida Keys Rental, Private Pool, Dock

Old Wooden Bridge Resort and Marina

2.5 star property
Punta Brisa
8.6 out of 10, Excellent, (270)
"I love this place!!!"
United States
Greg
Old Wooden Bridge Resort and Marina

Yacht Haven Marina

3.5 star property
Marathon
9.8 out of 10, Exceptional, (224)
"Nice Lodge nice area close to grocery store & shops, will love to stay there again."
United States
Xiomeidy
Yacht Haven Marina

Skipjack Resort & Marina

3.0 star property
Marathon
8.6 out of 10, Excellent, (1209)
"Great stay"
United States
sharon
Skipjack Resort & Marina

Cabins at Bonefish Bay

3.0 star property
Marathon
9.6 out of 10, Exceptional, (74)
"I love this place definitely I will go back there soon, rooms clean staff friendly, ocean view amazing the Floating Aqua Lodge was more than amazing. Thank you for making my vacation so special "
United States
Beatrice
Cabins at Bonefish Bay

Tropical Cottages

3.0 star property
Marathon
8.6 out of 10, Excellent, (899)
"The room was very clean. The staff was friendly and helpful. "
United States
Charles
The price is NZ$179
includes taxes & fees
19 Nov - 20 Nov
Tropical Cottages

The Hammocks at Marathon

2.5 star property
Marathon
9.0 out of 10, Wonderful, (109)
"We arrived early but were able to use the pool. Lovely cannon firing ceremony at sunset with a sunset shot from the bar. We ate wings and a pretzel from the bar which were both delicious. Room was large and the bed was really comfortable."
United Kingdom
Janet
The Hammocks at Marathon

Knight's Key Suites

3.0 star property
Marathon
9.0 out of 10, Wonderful, (1155)
"Room were clean and staff was very helpful "
United States
Leonard
The price is NZ$219
includes taxes & fees
18 Nov - 19 Nov
Knight's Key Suites

Aqua Lodge Rentals At Coconut Cay

3.5 star property
Marathon
9.6 out of 10, Exceptional, (191)
"Clean room, spacious, nice and quiet. "
United States
Douglas
Aqua Lodge Rentals At Coconut Cay

Marlin Bay Resort & Marina

4.0 star property
Marathon
Marlin Bay Resort & Marina

Charming 3-bedroom house in Big Pine Key near Beach and Key West

Sands
The price is NZ$1,124
includes taxes & fees
23 Nov - 24 Nov
Charming 3-bedroom house in Big Pine Key near Beach and Key West

Waterfront, dog-friendly home with beautiful canal view & 2 shaded porches

Duck Key
9.6 out of 10, Exceptional, (25)
"Loved our stay!"
United States
Jessica B.
Waterfront, dog-friendly home with beautiful canal view & 2 shaded porches

Piece of Paradise located at Hawks Cay in Duck Key

Duck Key
9.8 out of 10, Exceptional, (6)
"Great place and it’s a well kept unit. The owner was very helpful. Having our pool was great for the little ones. "
United States
Joe S.
Piece of Paradise located at Hawks Cay in Duck Key

Outstanding pool and outdoor area 5 minute walk to beach!

Marathon
10.0 out of 10, Exceptional, (73)
"We had a great stay at this house with our 4 college age kids. The pool/outdoor area was wonderful and the house was spacious and met our needs well."
United States
Craig V.
Outstanding pool and outdoor area 5 minute walk to beach!

Best Deals in Duck Key . 2 Bedroom /2 Bath w/40' 'Dock, Trailer Storage Incl,

Marathon
10.0 out of 10, Exceptional, (181)
"We spent four days with plenty of room. The house was spotless and any questions we had we addressed immediately. I highly recommend this location!"
United States
Pamela A.
Best Deals in Duck Key . 2 Bedroom /2 Bath w/40' 'Dock, Trailer Storage Incl,
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.
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Top Tingler Island Hotel Reviews

Find out more about Tingler Island

Everything you need to know about Tingler Island holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Tingler Island holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Tingler Island holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Tingler Island holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Tingler Island. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Tingler Island holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Tingler Island holiday rentals we have selected for you start as low as NZ$179 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Tingler Island rentals

At Expedia, we put the best Tingler Island holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Tingler Island rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Tingler Island holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Tingler Island. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.