Flamingo Bay Vacation Rentals

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Check prices for these dates

In two weeks
Dec 12 - Dec 14
In two months
Jan 23 - Jan 25
In three months
Feb 20 - Feb 22
In four months
Mar 20 - Mar 22

Vacation Rentals in Flamingo Bay

2 outdoor pools, cabanas (surcharge), pool umbrellas
Sundial Beach Resort & Spa

Condo resort in Mid Island

5.0 star property
8.6 out of 10, Excellent, (2583)
"wonderful family friendly and spotless resort"
United States
Mary Anne
The price is ￥51,867
￥66,365 total
includes taxes & fees
Dec 1 - Dec 2
Sundial Beach Resort & Spa
Apartment, Multiple Beds, Partial Ocean View | Beach/ocean view
Edison Beach House

Aparthotel in Fort Myers Beach

3.5 star property
9.4 out of 10, Exceptional, (1566)
"All around great place to stay"
United States
David
Edison Beach House
Grand Studio Suite, Kitchenette | Living area | 43-inch Smart TV with cable channels, Hulu, streaming services
Lazy Cuckoo Inn

Aparthotel in Fort Myers Beach

2.0 star property
9.0 out of 10, Wonderful, (222)
"Great location and very clean, cute place"
United States
Sarah
The price is ￥8,505
￥14,533 total
includes taxes & fees
Dec 1 - Dec 2
Lazy Cuckoo Inn
Balcony view
Lovers Key Resort

Aparthotel in Fort Myers Beach

3.0 star property
8.8 out of 10, Excellent, (1014)
"Nice place"
United States
patrick
Lovers Key Resort
Luxury Suite, Sea View | Beach/ocean view
Island Inn

Aparthotel in West End

3.5 star property
9.4 out of 10, Exceptional, (1120)
"Really nice, updated, and clean room with a screened waterfront balcony in a perfect place on the island (far enough away from the big resorts to be in a quieter area, but close enough to the center area of the island to be convenient). "
United States
Chris
The price is ￥35,765
￥39,879 total
includes taxes & fees
Dec 14 - Dec 15
Island Inn
Outdoor pool
GullWing Beach Resort

Aparthotel in South Island

3.5 star property
9.4 out of 10, Exceptional, (932)
"The view of the beach was spectacular. "
United States
Carol
GullWing Beach Resort
Terrace/patio
North Captiva Point House - Boat/Water Taxi Only **NEWLY RENOVATED **

Vacation Home in North Captiva

9.6 out of 10, Exceptional, (101)
"Everything was perfect."
United States
Tom C.
North Captiva Point House - Boat/Water Taxi Only **NEWLY RENOVATED **
Beach/ocean view
Sanibel Siesta on the Beach

Aparthotel in Mid Island

2.5 star property
10.0 out of 10, Exceptional, (2)
"Near the beach beautiful views and very quiet"
Mexico
Alberto
Sanibel Siesta on the Beach
Outdoor pool, a heated pool, sun loungers
Resort Harbour Properties

Condo in Punta Rassa

3.5 star property
9.6 out of 10, Exceptional, (361)
"10/10 would stay there again"
United States
Kristie
Resort Harbour Properties
4 bedrooms, iron/ironing board, travel crib, WiFi
Luxury family friendly WATERFRONT home with a POOL, PLAYGROUND, FIREPIT & BEACH

Vacation Home in Fort Myers

9.6 out of 10, Exceptional, (24)
"Nice place, full of surprises and the back area was nice to use."
United States
Ivan S.
The price is ￥21,084
￥60,790 total
includes taxes & fees
Dec 4 - Dec 5
Luxury family friendly WATERFRONT home with a POOL, PLAYGROUND, FIREPIT & BEACH
Dock
Matlacha Tiny Village

Villa in Matlacha

3.0 star property
8.8 out of 10, Excellent, (267)
"Very nice place with all necesary accommodations for a Pleasant stay. "
United States
isabel
The price is ￥18,695
￥32,559 total
includes taxes & fees
Dec 14 - Dec 15
Matlacha Tiny Village
Condo (2 Bedrooms) | Property amenity
Seaside 303

Condo in Mid Island

3.5 star property
10.0 out of 10, Exceptional, (1)
"The property is all new inside and right on the beach. Gorgeous views, amazing wildlife, beautiful sunsets. We loved it."
United States
Kara
Seaside 303
Property grounds
BEAUTIFUL NEW CONDO 2025 SANIBEL ISLAND!!! SANDY BEACH POOL 🏝️🌅 🏖️

Condo in Mid Island

4.0 star property
9.8 out of 10, Exceptional, (52)
"Property was well maintained. Close to beach. Lovely area."
United States
Kathy G.
BEAUTIFUL NEW CONDO 2025 SANIBEL ISLAND!!! SANDY BEACH POOL 🏝️🌅 🏖️
Outdoor pool, a heated pool
2 Private Cabanas with kitchen and a Private Pool.

Vacation Home in Pelican

9.4 out of 10, Exceptional, (26)
"Property manager was great. Really enjoyed our stay. Would highly recommend others to stay here. "
United States
David H.
2 Private Cabanas with kitchen and a Private Pool.
Premium King Room with Kitchen #101 | Private kitchen | Microwave, coffee/tea maker, toaster, paper towels
Flamingo Inn

Apartment in Mid Island

3.0 star property
7.8 out of 10, Good, (983)
"Will definitely stay here again!"
United States
Sasha
The price is ￥15,305
￥27,502 total
includes taxes & fees
Dec 6 - Dec 7
Flamingo Inn
Smart TV
Luxurious Waterfront Villa with 4 Bedrooms, Private Heated Pool and Hot Tub!

Vacation Home in Pelican

9.8 out of 10, Exceptional, (123)
"Great place to spent your holiday. We really enjoyed the house, the pool and the neighborhood. A full recommendation and a five star rating. Thank you Damien"
Germany
Björn H.
Luxurious Waterfront Villa with 4 Bedrooms, Private Heated Pool and Hot Tub!
Microwave, oven, stovetop, dishwasher
Paradise Vacation Pool Home Last minute $155

Vacation Home in Pelican

10.0 out of 10, Exceptional, (6)
"The place was very nice, our hostess was very attentive to any questions or requests. Overall I definitely look forward to my next visit."
United States
John T.
Paradise Vacation Pool Home Last minute $155
On the beach
1 BLOCK FROM BEACH - VAN/GOLF CART ALSO AVAILABLE FOR RENT! POOL/HOT TUB/ARCADE!

Vacation Home in Fort Myers Beach

9.4 out of 10, Exceptional, (117)
"It was a great place for us to stay! Great location and very close to the beach. Willy was a great host with a welcome gift and made sure we had everything we needed. "
United States
sean k.
1 BLOCK FROM BEACH - VAN/GOLF CART ALSO AVAILABLE FOR RENT! POOL/HOT TUB/ARCADE!
Outdoor pool, a heated pool
NEW EVERYTHING!! 4-bed 3 bath South Facing spill over spa pool. 2 king suites

Vacation Home in Pelican

3.0 star property
10.0 out of 10, Exceptional, (23)
"Great place for a family or friends trip. We really enjoyed having two king suites, a queen bedroom, and an additional smaller bedroom good for kids/teens. The pool and spa were great and everything was just as described. "
United States
Alicia M.
NEW EVERYTHING!! 4-bed 3 bath South Facing spill over spa pool. 2 king suites
Interior
Fully renovated Luxury House pool! HUGE 5 BD 5 BA 9 bed! Sleeps 16! 2 golf carts

Vacation Home in North Captiva

9.2 out of 10, Wonderful, (19)
"Everything was awesome "
United States
Marlen M.
Fully renovated Luxury House pool! HUGE 5 BD 5 BA 9 bed! Sleeps 16! 2 golf carts
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

Holiday Inn Express Cape Coral-Fort Myers Area by IHG

Holiday Inn Express Cape Coral-Fort Myers Area by IHG

10/10 Excellent
"EXCELLENT STAFF"
Kevin 1-night trip
Posted 3 hours ago
Holiday Inn Express Cape Coral-Fort Myers Area by IHG

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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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?

North Captiva Point House - Boat/Water Taxi Only **NEWLY RENOVATED **: Visitors like this Flamingo Bay vacation home rental. It is located on the beach and has a balcony, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

How many vacation rentals will I find in Flamingo Bay?

Choose from 4 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 Tarpon Point.

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.