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Flamingo Bay Vacation Rentals

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Check prices for these dates

In two weeks
Aug 21 - Aug 23
In two months
Oct 2 - Oct 4
In three months
Oct 30 - Nov 1
In four months
Nov 27 - Nov 29

Our top choices for Flamingo Bay vacation rentals

Outdoor dining

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 ￥17,974
￥54,725 total
includes taxes & fees
Aug 7 - Aug 8
Manatee Lookout Cottages - Boat to Beach, Dock, Pool, Kayaks, Direct Gulf Access
Outdoor dining

2. 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 ￥22,074
￥27,766 total
includes taxes & fees
Aug 7 - Aug 8
Tiny home glamping unit in pine island on a 6 acre property
Exterior

3. 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 ￥17,355
￥31,175 total
includes taxes & fees
Aug 18 - Aug 19
Matlacha Tiny Village
Property amenity

4. 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 ￥31,376
￥34,985 total
includes taxes & fees
Aug 26 - Aug 27
Island Inn
Grand Studio Suite, Kitchenette | Desk, laptop workspace, WiFi (free), bed sheets

5. Lazy Cuckoo Inn

Lazy Cuckoo Inn
2.0 star property
Fort Myers Beach
8.8 out of 10, Excellent, (296 reviews)
"Clean room, good location, easy check in instructions."
United States
Brooklyn
The price is ￥8,745
￥14,848 total
includes taxes & fees
Aug 20 - Aug 21
Lazy Cuckoo Inn
Interior

6. 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 ￥29,169
￥95,042 total
includes taxes & fees
Aug 7 - Aug 8
Gorgeous Bayview Residence on Captiva Island
Pool

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 ￥23,651
￥48,996 total
includes taxes & fees
Aug 7 - Aug 8
Charming 1-bedroom apartment in Bokeelia with WiFi, AC, pool & heated spa
Apartment, Multiple Beds, Partial Ocean View | Beach/ocean view

8. Edison Beach House

Edison Beach House
3.5 star property
Fort Myers Beach
9.4 out of 10, Exceptional, (1,850 reviews)
"Lovely stay. Right on a beautiful beach. Located near food, shopping etc. Great place to stay."
United States
Brian
The price is ￥25,543
￥34,633 total
includes taxes & fees
Aug 13 - Aug 14
Edison Beach House
Marina

9. 50’ of Dock for your boats. Hot tub, Boatlift, walk 2 restaurants Xtra parking.

50’ of Dock for your boats. Hot tub, Boatlift, walk 2 restaurants Xtra parking.
Matlacha
10.0 out of 10, Exceptional, (40 reviews)
"I can't imagine a better place to stay and relax. They had everything you needed and more.I hope to come back in the future."
United States
George G.
The price is ￥35,050
￥82,509 total
includes taxes & fees
Aug 9 - Aug 10
50’ of Dock for your boats. Hot tub, Boatlift, walk 2 restaurants Xtra parking.
BBQ/picnic area

10. Flamingo Inn

Flamingo Inn
3.0 star property
Mid Island
8.0 out of 10, Very Good, (1,021 reviews)
"Great location and cleanliness was excellent"
United States
J
The price is ￥12,771
￥24,533 total
includes taxes & fees
Aug 12 - Aug 13
Flamingo Inn
Dining

11. 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 ￥29,169
￥82,353 total
includes taxes & fees
Aug 7 - Aug 8
Stunning Harborview Residence on Captiva Island
Beach nearby

12. 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 ￥21,916
￥48,206 total
includes taxes & fees
Aug 8 - Aug 9
Newly remodeled Parrot Nest Toucan Cottage! Walk to beach, shops, restaurants!
Coffee/tea maker, fridge, microwave, oven

13. 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 ￥15,609
￥58,557 total
includes taxes & fees
Aug 7 - Aug 8
Warm & Welcoming Rancher
Coffee/tea maker, fridge, microwave, oven

14. 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 ￥12,913
￥44,553 total
includes taxes & fees
Sep 5 - Sep 6
Modern Luxurious Condo, King Bed Suite, Waterfront + Pool, Near Downtown
Beach

15. Gorgeous Newly Renovated Coastal Cottage "Egret" Minutes to the beach and free bikes!! JULY SAVINGS!

Gorgeous Newly Renovated Coastal Cottage "Egret" Minutes to the beach and free bikes!! JULY SAVINGS!
West End
8.6 out of 10, Excellent, (28 reviews)
"We loved everything about the place . Loved having beach chairs and bikes . Great communication with host . "
United States
Nancy K.
The price is ￥25,070
￥66,562 total
includes taxes & fees
Aug 8 - Aug 9
Gorgeous Newly Renovated Coastal Cottage "Egret" Minutes to the beach and free bikes!! JULY SAVINGS!
Exterior

16. Marvelous Get Away In The Heart Of Fort Myers

Marvelous Get Away In The Heart Of Fort Myers
Daniels Corridor
9.0 out of 10, Wonderful, (32 reviews)
"Our stay was nice and welcoming, great location."
United States
debbie B.
The price is ￥7,805
￥25,041 total
includes taxes & fees
Aug 8 - Aug 9
Marvelous Get Away In The Heart Of Fort Myers
TV

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

Bayside Villa 4224: Bright Corner Unit with Stunning Bay Views
Captiva
8.8 out of 10, Excellent, (13 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 ￥16,500
￥72,473 total
includes taxes & fees
Aug 9 - Aug 10
Bayside Villa 4224: Bright Corner Unit with Stunning Bay Views
Interior

18. Paradise Vacation Pool Home Last minute $155

Paradise Vacation Pool Home Last minute $155
Pelican
9.6 out of 10, Exceptional, (17 reviews)
"Beautiful place, great host ! Highly recommended ! "
United States
Titus C.
The price is ￥24,439
￥60,558 total
includes taxes & fees
Aug 11 - Aug 12
Paradise Vacation Pool Home Last minute $155
Sun loungers, beach towels

19. 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 ￥9,224
￥41,386 total
includes taxes & fees
Aug 7 - Aug 8
SUNSHINE GETAWAY VACATION RENTALS
Dining

20. 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 ￥24,794
￥67,106 total
includes taxes & fees
Aug 9 - Aug 10
3BR Coastal retreat in peaceful Bokeelia with pool, bikes, ping pong and fishing
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

Lani Kai Beachfront Resort

Lani Kai Beachfront Resort

10/10 Excellent
"All great. Gotta pay for extras but tourist area"
Charlee 2-night trip
Posted 1 hour ago
Lani Kai Beachfront Resort

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:

  • View our selection of featured holiday rentals in Flamingo Bay
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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 vacation rentals in Flamingo Bay?

Yes, we offer vacation rentals near top local attractions in Flamingo Bay, or you can select a more secluded option if you're looking for relaxation.

What are some of the best vacation home rentals in Flamingo Bay?

AUG 15-22 Avail, Early Booking Disct💰OCT-DEC 26🎄for Ltd time Beach 🏖️ 2min walk🩴: Visitors like this Flamingo Bay vacation home rental. It is located near the beach and has an outdoor pool, a balcony, and a barbecue grill 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 you can cook with friends or family. You can relax into your vacation with a selection of games and a hot tub.

How many vacation rentals will I find in Flamingo Bay?

Choose from 5 Expedia vacation rentals in Flamingo Bay for a memorable vacation.

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 larger area, you’ll find Key West Express and Jensen’s Marina.

What are vacation rentals like in Flamingo Bay?

Vacation rentals are private accommodations you can reserve for a couple days or more in Flamingo Bay. Vacation rentals offer extras like kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, vacation rentals can offer a sense of safety away from public hotel elevators and lobbies bustling with people while still allowing you to travel. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular option for a small group gathering.