Tingler Island Holiday Rentals

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Holiday Rentals in Tingler Island

A heated pool
Bumpa's Big House - Bring the Grandkids!
9.6 out of 10, Exceptional, (4)
"The property was just as listed. We had a great time and would stay again. Great ocean view"
Bumpa's Big House - Bring the Grandkids!
A heated pool
14 Bedroom Home Accommodates Up To 30! Great for Special Occasions!
9.6 out of 10, Exceptional, (76)
"Overall -a perfect set up for a large extended family with a range of ages. Many outdoor activities on the property. The pool and hot tub are amazing . The house is huge with private corridors (bed and bath) for individual families to be near one another. Kitchen and dining perfect for our large crowd. Hosts Carmen and Sherry very helpful thru out the week *Some improvements that could be made easily- improved wifi and tv service (basketball fans had trouble watching the NCAA games, when the...
14 Bedroom Home Accommodates Up To 30! Great for Special Occasions!
A heated pool
Waterfront home with ocean view, 50-foot dock, private pool & spa - dog-friendly
9.6 out of 10, Exceptional, (45)
"This house was perfect for our two families of five. It was clean and welcoming. The views were amazing from the decks and dock. Our families enjoyed the beautiful and tranquil pool area. It was perfect for when the passing Florida showers came. We just jumped out of the pool to the covered sitting area. Our fishermen enjoyed the dock and kayaks. We also loved our bike rides to Sombrero Beach and the Dockside restaurant. We were sad to leave this wonderful property."
Waterfront home with ocean view, 50-foot dock, private pool & spa - dog-friendly
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Outdoor pool, pool loungers
Skipjack Resort & Marina
3.0 star property
8.6 out of 10, Excellent, (1095)
"Our stay was overall great. We would stay at Skip Jacks again. The floor in our suite could use a good vacuum and mopping. "
The price is NZ$421
per night
28 May - 29 May
Skipjack Resort & Marina
Front of property
Aqua Lodge Rentals At Coconut Cay
3.5 star property
9.6 out of 10, Exceptional, (104)
"highly recommended, very clean ,pace full and nice place "
The price is NZ$328
per night
28 May - 29 May
Aqua Lodge Rentals At Coconut Cay
Superior Bungalow, Ensuite (Cottage 04) | Exterior
Tropical Cottages
3.0 star property
8.4 out of 10, Very good, (685)
"Weather was prefect. There’s a lot of bugs and cottage 9 does NOT have a stove. Most street noise but nothing to loud "
The price is NZ$219
per night
11 Jun - 12 Jun
Tropical Cottages
2 Bedroom Aqua Lodge # 13 Barracuda | Living area
Old Wooden Bridge Resort and Marina
2.5 star property
8.4 out of 10, Very good, (124)
"Amazing stay in a boat!"
The price is NZ$256
per night
28 May - 29 May
Old Wooden Bridge Resort and Marina
Outdoor pool, pool loungers
Knight's Key Suites
3.0 star property
9.0 out of 10, Wonderful, (1029)
"Wonderful location, next to 7 miles bridge and a look out see restaurant. "
The price is NZ$219
per night
3 Jun - 4 Jun
Knight's Key Suites
Standard Bungalow | Living area
Yacht Haven Marina
3.5 star property
9.8 out of 10, Exceptional, (48)
"The house boat was beautiful, clean and the patio over looking the lagoon was very relaxing. There are manatees that visit too. :) The neighbors are very friendly, as is the staff. The kayaks and bicycles are included in the rental, which is fantastic. The location s very close to groceries and local parks. We took an airplane scenic ride which was the highlight of the trip. The small airport is only 3 miles away. We will come back to Yacth Haven !"
The price is NZ$258
per night
4 Jun - 5 Jun
Yacht Haven Marina
Sundeck
Sunshine Key RV Resort & Marina
2.0 star property
8.8 out of 10, Excellent, (130)
"Nice place, very clean and quiet. The chair and sofa bed was peeling and the kitchen ledge is uneven so we almost fell."
Sunshine Key RV Resort & Marina
Exclusive Cabin | Living area
Cabins at Bonefish Bay
3.0 star property
10.0 out of 10, Exceptional, (9)
"Our group arrived not knowing what to expect after a long days travel, as soon as we pulled into the office to get our keys we were amazed at quaint cabin that awaited us. It was super easy to get the keys after hours. The cabin itself was perfect!!!! Plenty of room for a group of 5. The towels provided were perfect for the relaxing pool area. Every thing we would need for cooking was already in the cabin. The rooms were clean and bright with natural wood. The area was quiet and very well...
Cabins at Bonefish Bay
Beach nearby
Life in Paradise w/ Boat Slip at #1 Rated Resort in Marathon - Coral Lagoon
10.0 out of 10, Exceptional, (191)
"We just wanted a short vacation getaway. It was great. We rented a boat and spent our time in the water. Great time with friends."
Life in Paradise w/ Boat Slip at #1 Rated Resort in Marathon - Coral Lagoon
Property grounds
Old Florida Style, wrap around porch, boat basin for dockage, open water
9.8 out of 10, Exceptional, (45)
"We brought a boat with us. The protected bay is perfect with a marked channel (note it is a tight turn to get in during high winds with shallow spots). Plenty of room for a trailer. The view here is very peaceful and we loved sitting out on the break-wall. We all slept comfortable and appreciated that each room had their own AC unit for control. The restaurant that is walking distance had great food, drinks, and live music. Minor thing, but my group wanted it passed along that the toaster needs...
Old Florida Style, wrap around porch, boat basin for dockage, open water
A heated pool
Duck Key waterfront villa with private pool, kayak, SUP, washer/dryer & AC
8.8 out of 10, Excellent, (206)
"My wife and our friends wanted to come down and explore the Keys. So many other Vrbo options were so expensive but luckily we found this listing on Duck Key. It is basically in the middle of the Keys section off the highway and it provided such an easy way of exploring the various Keys without feeling like we were in the car the whole time. We loved unwinding in the personal pool on the patio after a nice day of exploring along with having some of the most beautiful sunrises and sunsets that we...
Duck Key waterfront villa with private pool, kayak, SUP, washer/dryer & AC
Terrace/patio
Manatee Bay: Serene 2-Story Villa on Duck Key, Private Patio, Splash Pool & Mesmerizing Water Views!
9.8 out of 10, Exceptional, (14)
"Very nice townhouse. We had five people for 3 nights and it worked out very well. Great patio and plunge pool. Very clean. Duck Key is a beautiful island, 2 restaurants at Hawks Cay and if you want the townhouse has all the essentials for cooking at home. Just beware the closest supermarket is in Marathon to the south or Islamist to the north both about 20 minutes drive. Would definitely come back."
Manatee Bay: Serene 2-Story Villa on Duck Key, Private Patio, Splash Pool & Mesmerizing Water Views!
Property grounds
Southern Diversion Estate-see our reduced rates
10.0 out of 10, Exceptional, (82)
"We were celebrating my wife’s 40th birthday. There were 17 people in our group. Adults and children. Something for everyone to do. We enjoyed relaxing at the property by the pools, fishing from the dock, kayaking and paddle boarding. We went scuba diving with better than most scuba, deep sea fishing on the tail walker. We hired chef Heather for several dinners. It was an amazing trip."
Southern Diversion Estate-see our reduced rates
Terrace/patio
COZY FAMILY HOME-POOL-HOTTUB -5 minute drive to sombrero beach-private property
10.0 out of 10, Exceptional, (27)
"This house is roomy, clean, and located perfectly in Marathon for anywhere in the Keys you may want to travel to. The hot tub, pool, and grill were well used by us all, and communication with the host was immediate and friendly. We will stay there again on next trip to the Florida Keys."
COZY FAMILY HOME-POOL-HOTTUB -5 minute drive to sombrero beach-private property
Private beach
Oceanfront Sandy Beach Vacation Rental Unit 1
9.6 out of 10, Exceptional, (99)
"location is great. close enough to marathon for easy access to activities and restaurants, but far enough away to avoid heavy traffic and crowds. clean property. excellent communication with owner when needed. nice private beach on which to sit and relax or read or just bird watch. have already booked same property for christmas this year."
Oceanfront Sandy Beach Vacation Rental Unit 1
A heated pool
4 Keys To Paradise | 5 Bed, 3.5 Bath
9.6 out of 10, Exceptional, (23)
"Fantastic location, beautiful view . Like a dream."
4 Keys To Paradise | 5 Bed, 3.5 Bath
Beach
Vibrant, waterfront retreat with WiFi, balcony & dock access
8.6 out of 10, Excellent, (4)
"We saw manatees in the inlet, swam the pool morning and evening, and drove just a few minutes to Sombrero beach. We liked the attached Greek restaurant and boaters bar down the dock a bit."
Vibrant, waterfront retreat with WiFi, balcony & dock access
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See all available properties in Tingler Island
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.

Other types of properties in Tingler Island you may be interested in

5 outdoor pools, pool cabanas (surcharge), pool umbrellas
Hawks Cay Resort
4.0 star property
8.0 out of 10, Very good, (1004)
"Beautiful and convenient "
The price is NZ$578
per night
28 May - 29 May
Hawks Cay Resort
Property grounds
Isla Bella Beach Resort & Spa
5.0 star property
9.0 out of 10, Wonderful, (1006)
"Todo excelente muy bonito muy buena atención "
The price is NZ$587
per night
3 Jun - 4 Jun
Isla Bella Beach Resort & Spa
Exterior
Lime Tree Bay Resort
3.5 star property
9.2 out of 10, Wonderful, (1009)
"-"
The price is NZ$340
per night
20 Jun - 21 Jun
Lime Tree Bay Resort
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Tingler Island holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Tingler Island. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Tingler Island. Seeing all the best attractions is bound to make you fall in love with Tingler Island. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Tingler Island short-term rentals, that won’t be hard to do.

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