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Our top choices for Flamingo Bay holiday rentals

1. Manatee Lookout Cottages - Boat to Beach, Dock, Pool, Kayaks, Direct Gulf Access

Manatee Lookout Cottages - Boat to Beach, Dock, Pool, Kayaks, Direct Gulf Access
Saint James City
10.0 out of 10, Exceptional, (3 reviews)
"The house was exactly as advertised. It was beautiful, clean, and easy to find. We really enjoyed our stay. 10/10 would recommend!"
United States
Bethany
The price is £259
includes taxes & fees
16 Aug - 17 Aug
Manatee Lookout Cottages - Boat to Beach, Dock, Pool, Kayaks, Direct Gulf Access

2. Matlacha Tiny Village

Matlacha Tiny Village
3.0 star property
Matlacha
8.8 out of 10, Excellent, (292 reviews)
"Very nice alternative to a motel quite clean everything you need for your stay. highly recommend this property"
United States
PETER
The price is £147
includes taxes & fees
27 Aug - 28 Aug
Matlacha Tiny Village

3. Tiny home glamping unit in pine island on a 6 acre property

Tiny home glamping unit in pine island on a 6 acre property
Saint James City
10.0 out of 10, Exceptional, (2 reviews)
"Wonderful setting, terrific host, just right for our one night stay!"
United States
A P.
The price is £134
includes taxes & fees
12 Aug - 13 Aug
Tiny home glamping unit in pine island on a 6 acre property

4. Lazy Cuckoo Inn

Lazy Cuckoo Inn
2.0 star property
Fort Myers Beach
8.8 out of 10, Excellent, (295 reviews)
"Clean room, good location, easy check in instructions."
United States
Brooklyn
The price is £70
includes taxes & fees
20 Aug - 21 Aug
Lazy Cuckoo Inn

5. Boat Dock & Patio: Canal-Front St James City Home!

Boat Dock & Patio: Canal-Front St James City Home!
St. James City
10.0 out of 10, Exceptional, (16 reviews)
"The host were absolutely wonderful."
United States
Winston C.
Boat Dock & Patio: Canal-Front St James City Home!

6. Bayside Villa 4224: Bright Corner Unit with Stunning Bay Views

Bayside Villa 4224: Bright Corner Unit with Stunning Bay Views
Captiva
9.0 out of 10, Wonderful, (12 reviews)
"Highly recommend for families as this unit is located right by the pool and marina. Waterpark is within walking distance."
United States
DENISE H.
The price is £335
includes taxes & fees
11 Aug - 12 Aug
Bayside Villa 4224: Bright Corner Unit with Stunning Bay Views

7. Charming 1-bedroom apartment in Bokeelia with WiFi, AC, pool & heated spa

Charming 1-bedroom apartment in Bokeelia with WiFi, AC, pool & heated spa
Bokeelia
9.8 out of 10, Exceptional, (18 reviews)
"peaceful and quiet in a great place to getaway"
United States
Louis
The price is £236
includes taxes & fees
17 Aug - 18 Aug
Charming 1-bedroom apartment in Bokeelia with WiFi, AC, pool & heated spa

8. Island Inn

Island Inn
3.5 star property
West End
9.4 out of 10, Exceptional, (1,143 reviews)
"Great views, clean room, amazing beach and staff!!! Can't wait to come."
United States
Daniel
The price is £198
includes taxes & fees
23 Aug - 24 Aug
Island Inn

9. Modern Luxurious Condo, King Bed Suite, Waterfront + Pool, Near Downtown

Modern Luxurious Condo, King Bed Suite, Waterfront + Pool, Near Downtown
Caloosahatchee
9.2 out of 10, Wonderful, (40 reviews)
"Great place to stay. Clean, nicely decorated and all amenities close by!"
United States
Darrel P.
The price is £226
includes taxes & fees
27 Aug - 28 Aug
Modern Luxurious Condo, King Bed Suite, Waterfront + Pool, Near Downtown

10. Gorgeous Bayview Residence on Captiva Island

Gorgeous Bayview Residence on Captiva Island
Captiva
9.6 out of 10, Exceptional, (23 reviews)
"Well kept condo."
United States
Joseph S.
The price is £427
includes taxes & fees
5 Aug - 6 Aug
Gorgeous Bayview Residence on Captiva Island

11. 3BR Coastal retreat in peaceful Bokeelia with pool, bikes, ping pong and fishing

3BR Coastal retreat in peaceful Bokeelia with pool, bikes, ping pong and fishing
Bokeelia
10.0 out of 10, Exceptional, (9 reviews)
"We had a wonderful stay. Beautiful home with a peaceful view. Great communication with the host. A nice quiet neighborhood. Would stay again. "
United States
Shauna
The price is £318
includes taxes & fees
10 Aug - 11 Aug
3BR Coastal retreat in peaceful Bokeelia with pool, bikes, ping pong and fishing

12. Chic Captiva Villa Residence with Great Amenities

Chic Captiva Villa Residence with Great Amenities
Captiva
9.0 out of 10, Wonderful, (18 reviews)
"We enjoyed our time here. No issues. "
United States
Rodney S.
The price is £412
includes taxes & fees
5 Aug - 6 Aug
Chic Captiva Villa Residence with Great Amenities

13. Cozy Luxury Suite In The Heart Of Fort Myers Close To Everything!

Cozy Luxury Suite In The Heart Of Fort Myers Close To Everything!
Daniels Corridor
9.4 out of 10, Exceptional, (64 reviews)
"Reasonable price and nicely kept suite with all the supplies."
United States
James g.
The price is £128
includes taxes & fees
5 Aug - 6 Aug
Cozy Luxury Suite In The Heart Of Fort Myers Close To Everything!

14. Stunning Harborview Residence on Captiva Island

Stunning Harborview Residence on Captiva Island
Captiva
9.2 out of 10, Wonderful, (31 reviews)
"Very nice condo overlooking waterway. Nice pool and easy in and out. "
United States
William B.
The price is £368
includes taxes & fees
5 Aug - 6 Aug
Stunning Harborview Residence on Captiva Island

15. Warm & Welcoming Rancher

Warm & Welcoming Rancher
Mariner
8.0 out of 10, Very good, (2 reviews)
"We needed a place to stay while in the area attending the annual vintage base ball conference and this place fot the bill."
United States
Tim P.
The price is £278
includes taxes & fees
5 Aug - 6 Aug
Warm & Welcoming Rancher

16. Edison Beach House

Edison Beach House
3.5 star property
Fort Myers Beach
9.4 out of 10, Exceptional, (1,847 reviews)
"Lovely stay. Right on a beautiful beach. Located near food, shopping etc. Great place to stay."
United States
Brian
The price is £190
includes taxes & fees
31 Aug - 1 Sept
Edison Beach House

17. Coastal Chic Cottage "Sandpiper" minutes to the beach! Free bikes

Coastal Chic Cottage "Sandpiper" minutes to the beach! Free bikes
West End
9.0 out of 10, Wonderful, (23 reviews)
"Loved our stay at the cottage. It was a perfect getaway for 2. Short walk to a quiet beach. Convenient to restaurants and Ding Darling.We will be back!"
United States
Catherine B.
The price is £310
includes taxes & fees
9 Aug - 10 Aug
Coastal Chic Cottage "Sandpiper" minutes to the beach! Free bikes

18. SUNSHINE GETAWAY VACATION RENTALS

SUNSHINE GETAWAY VACATION RENTALS
Fort Myers
8.4 out of 10, Very good, (145 reviews)
"This is a beautiful place to stay and it is EXACTLY as pictured in the platform. No surprises and nothing left out. It was clean, space to eat and cook. Nice area to relax and private bedroom. Nice pool for swimming and the residents were pleasant. A great value! Thank you for accommodating us with last minute notice. Will recommend staying with you. "
United States
SUZANNE M.
The price is £196
includes taxes & fees
6 Aug - 7 Aug
SUNSHINE GETAWAY VACATION RENTALS

19. Newly remodeled Parrot Nest Toucan Cottage! Walk to beach, shops, restaurants!

Newly remodeled Parrot Nest Toucan Cottage! Walk to beach, shops, restaurants!
East End
9.6 out of 10, Exceptional, (54 reviews)
"Loved this place! So private and cute! We walked to Wickies for breakfast and lunch and did Mudbugs for dinner! Best beaches were Blind Pass and Tarpon Bay! Make sure to use the code for a discount for Adventures in Paradise Shelling tours!"
United States
Stephen
The price is £232
includes taxes & fees
8 Aug - 9 Aug
Newly remodeled Parrot Nest Toucan Cottage! Walk to beach, shops, restaurants!

20. Fisherman's Delight With Heated Salt Swimming Pool and a new Boat Lift

Fisherman's Delight With Heated Salt Swimming Pool and a new Boat Lift
St James City
9.6 out of 10, Exceptional, (94 reviews)
"Beautiful home and warm pool conviently right on the canal with a boat lift! The host was very helpful!! We definitely will be back!! "
United States
Jennifer C.
The price is £373
includes taxes & fees
17 Aug - 18 Aug
Fisherman's Delight With Heated Salt Swimming Pool and a new Boat Lift
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

Find out more about Flamingo Bay

Everything you need to know about Flamingo Bay 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 Flamingo Bay holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, 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 Flamingo Bay holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Flamingo Bay holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Flamingo Bay. 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 Flamingo Bay 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 Flamingo Bay holiday rentals we have selected for you start as low as £70 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Flamingo Bay rentals

At Expedia, we put the best Flamingo Bay 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 Flamingo Bay 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 Flamingo Bay 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 Flamingo Bay. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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.

What are some of the best holiday rentals that Flamingo Bay has to offer?

AUG 15-22 Avail, Early Booking Disct💰OCT-DEC 26🎄for Ltd time Beach 🏖️ 2min walk🩴: This holiday home rental outside of Flamingo Bay is located near the beach, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a selection of games and 1 hot tub.

How many holiday rentals will I find in Flamingo Bay?

Choose from 5 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.