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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Flamingo Bay holiday rentals

A pool area with lounge chairs and umbrellas, a beach with umbrellas and lounge chairs, and palm trees.

1. Sundial Beach Resort & Spa

Sundial Beach Resort & Spa
5.0 star property
Mid Island
8.6 out of 10, Excellent, (2,717 reviews)
"Love the resort and great access to beach"
United States
Lisa Renee
The price is ฿11,789
฿15,366 total
includes taxes & fees
29 Nov - 30 Nov
Sundial Beach Resort & Spa
A modern living room with a flat-screen TV, a floor lamp, a dining table, and a sofa.

2. Lazy Cuckoo Inn

Lazy Cuckoo Inn
2.0 star property
Fort Myers Beach
8.8 out of 10, Excellent, (304 reviews)
"Great place!"
United States
Bruce
The price is ฿1,959
฿3,277 total
includes taxes & fees
2 Nov - 3 Nov
Lazy Cuckoo Inn
A covered outdoor area with a table and chairs, a ceiling fan, and a view of a beach with palm trees and a boat.

3. Island Inn

Island Inn
3.5 star property
West End
9.4 out of 10, Exceptional, (1,166 reviews)
"Great location"
United States
Nicole
The price is ฿7,260
฿8,094 total
includes taxes & fees
8 Nov - 9 Nov
Island Inn
A compact kitchen with a built-in seating area, a refrigerator, and a ceiling fan.

4. Matlacha Tiny Village

Matlacha Tiny Village
3.0 star property
Matlacha
8.8 out of 10, Excellent, (298 reviews)
"So cute and clean nice dock to sit and relax or fish. Kayaks available to use free as well with life jackets paddles, etc. well equipped rental we can’t wait to go again! Great communication with hosts."
United States
Lori
The price is ฿4,134
฿7,143 total
includes taxes & fees
2 Nov - 3 Nov
Matlacha Tiny Village
A beach view from a balcony with a pool, palm trees, and a building with a balcony.

5. Edison Beach House

Edison Beach House
3.5 star property
Fort Myers Beach
9.4 out of 10, Exceptional, (1,958 reviews)
"One of the best locations on Ft Myers Beach"
United States
mark
The price is ฿5,594
฿7,555 total
includes taxes & fees
9 Nov - 10 Nov
Edison Beach House
A spacious living room with a grey sofa, striped armchair, and a woven coffee table. Large windows offer a view of a tropical garden.

6. Driftwood Inn

Driftwood Inn
4.0 star property
Mid Island
10.0 out of 10, Exceptional, (11 reviews)
"Great place to stay on sanibel"
United States
Terri
The price is ฿6,566
฿15,448 total
includes taxes & fees
8 Nov - 9 Nov
Driftwood Inn
A waterfront patio with palm trees, a dock, and a boat.

7. MALU LANI Inn & Marina

MALU LANI Inn & Marina
3.5 star property
Bokeelia
10.0 out of 10, Exceptional, (6 reviews)
"Beautiful property, peaceful, clean rental. Super responsive owner and all the things you need. Perfect location for boaters. Loved this stay and would definitely rent again! "
United States
April
The price is ฿6,536
฿13,341 total
includes taxes & fees
2 Nov - 3 Nov
MALU LANI Inn & Marina
A high-rise hotel with multiple floors, a rooftop pool, and a marina in the background.

8. GullWing Beach Resort

GullWing Beach Resort
3.5 star property
South Island
9.4 out of 10, Exceptional, (984 reviews)
"Gullwing is an excellent beach front condo property. Very well maintained, friendly staff and close to amenities."
United States
Jennifer
The price is ฿6,142
฿18,948 total
includes taxes & fees
1 Dec - 2 Dec
GullWing Beach Resort
A balcony with wicker furniture, a bottle, and glasses, overlooking a sunset over a body of water and buildings.

9. Lovers Key Resort

Lovers Key Resort
3.0 star property
Fort Myers Beach
8.8 out of 10, Excellent, (1,097 reviews)
"Room location had a amazing view"
United States
Joanne
The price is ฿4,012
฿10,010 total
includes taxes & fees
2 Nov - 3 Nov
Lovers Key Resort
A sectional sofa with a chaise, a small table, and a wicker ottoman in an outdoor setting with a clear sky and palm trees.

10. Flamingo Inn

Flamingo Inn
3.0 star property
Mid Island
8.0 out of 10, Very good, (1,028 reviews)
"Cute, clean, beachside inn. Will definitely be back!"
United States
Emily
The price is ฿3,256
฿5,882 total
includes taxes & fees
2 Nov - 3 Nov
Flamingo Inn
An aerial view of a rooftop pool area with lounge chairs, a swimming pool, and a staircase leading to an upper deck.

11. Harbour House at the Inn 308

Harbour House at the Inn 308
3.0 star property
Fort Myers Beach
The price is ฿12,160
฿17,950 total
includes taxes & fees
2 Nov - 3 Nov
Harbour House at the Inn 308
A modern living room with a dining area, a grey sofa, a coffee table, and a wall clock.

12. Lakeside Oasis Fort Myers

Lakeside Oasis Fort Myers
2.0 star property
Iona
The price is ฿3,899
฿8,490 total
includes taxes & fees
14 Nov - 15 Nov
Lakeside Oasis Fort Myers
A modern kitchen with white cabinets, a stainless steel refrigerator, and a ceiling fan.

13. 3 Mi to Fort Myers Beach! Family Getaway w/ Pool

3 Mi to Fort Myers Beach! Family Getaway w/ Pool
3.0 star property
Iona
The price is ฿5,067
฿14,864 total
includes taxes & fees
4 Nov - 5 Nov
3 Mi to Fort Myers Beach! Family Getaway w/ Pool
A modern kitchen with white cabinetry, a central island, and stainless steel appliances.

14. Riverfront Home w Private Dock Pool Beaches

Riverfront Home w Private Dock Pool Beaches
2.0 star property
McGregor
The price is ฿9,269
฿29,937 total
includes taxes & fees
2 Nov - 3 Nov
Riverfront Home w Private Dock Pool Beaches
A modern kitchen with white cabinets, a stainless steel refrigerator, and a flat-screen TV mounted on the wall.

15. Beach Days & Backyard Nights! Fort Myers Retreat

Beach Days & Backyard Nights! Fort Myers Retreat
3.0 star property
Harlem Heights
The price is ฿3,006
฿11,645 total
includes taxes & fees
2 Dec - 3 Dec
Beach Days & Backyard Nights! Fort Myers Retreat
A swimming pool with a glass ceiling, pink walls, and a chair with a striped cushion.

16. Private Pool! Game Room! Very Close to Downtown!

Private Pool! Game Room! Very Close to Downtown!
3.0 star property
Hancock
The price is ฿6,114
฿18,335 total
includes taxes & fees
2 Nov - 3 Nov
Private Pool! Game Room! Very Close to Downtown!
A living room with a sectional sofa, a rug, a framed picture, and a door leading to another room.

17. Fort Myers Escape Near Downtown & Beach w/ Parking

Fort Myers Escape Near Downtown & Beach w/ Parking
3.0 star property
Fort Myers
The price is ฿3,074
฿11,260 total
includes taxes & fees
3 Nov - 4 Nov
Fort Myers Escape Near Downtown & Beach w/ Parking
A bedroom with a large bed, bedside table, lamp, and a view of the outside through a door.

18. 2 Mi to Six Mile Preserve! Family Getaway w/ Pool

2 Mi to Six Mile Preserve! Family Getaway w/ Pool
3.0 star property
Fort Myers
The price is ฿5,303
฿16,050 total
includes taxes & fees
2 Dec - 3 Dec
2 Mi to Six Mile Preserve! Family Getaway w/ Pool
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 Flamingo Bay Hotel Reviews

Margaritaville Beach Resort Fort Myers

Margaritaville Beach Resort Fort Myers

10/10 Excellent
"Everything about the resort was excellent"
Lance 3-night trip
Posted 7 hours ago
Margaritaville Beach Resort Fort Myers

Find out more about Flamingo Bay

Search for holiday rentals in Flamingo Bay on Expedia! You can easily find your home rentals, villas, holiday apartments in Flamingo Bay using one of the methods below:

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Look no further and take a look at our great range of rental properties in Flamingo Bay!

Frequently asked questions

Are there holiday rentals in Flamingo Bay?

Yes, there are holiday rentals close to the most popular sights in Flamingo Bay, or you can select a more secluded option if you're looking for a relaxing stay.

How many holiday rentals will I find in Flamingo Bay?

Choose from 6 Expedia holiday rentals in Flamingo Bay for a memorable holiday.

What can I see and do in Flamingo Bay?

While exploring the area, visit family-friendly sights like Sun Splash Water Park, or get outside and enjoy nature at North Captiva Island Beach. In the wider area, you’ll find Key West Express and Jensen’s Marina.

What are holiday rentals like in Flamingo Bay?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Flamingo Bay. Holiday rentals offer extras like WiFi and washers and dryers so you'll feel right at home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of security away from shared hotel lifts and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive choice for a family trip or a small group gathering.