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Holiday Rentals in Flamingo Bay

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Our top choices for Flamingo Bay holiday rentals

Manatee Lookout Cottages - Boat to Beach, Pool, Kayaks, Pets, Direct Gulf Access

Manatee Lookout Cottages - Boat to Beach, Pool, Kayaks, Pets, 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 €306
includes taxes & fees
18 Jul - 19 Jul
Manatee Lookout Cottages - Boat to Beach, Pool, Kayaks, Pets, Direct Gulf Access

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 €155
includes taxes & fees
20 Jul - 21 Jul
Tiny home glamping unit in pine island on a 6 acre property

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 €234
includes taxes & fees
18 Jul - 19 Jul
SUNSHINE GETAWAY VACATION RENTALS

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, (39 reviews)
"Great place to stay. Clean, nicely decorated and all amenities close by!"
United States
Darrel P.
The price is €259
includes taxes & fees
18 Jul - 19 Jul
Modern Luxurious Condo, King Bed Suite, Waterfront + Pool, Near Downtown

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 €172
includes taxes & fees
22 Jul - 23 Jul
Matlacha Tiny Village

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 €160
includes taxes & fees
18 Jul - 19 Jul
Cozy Luxury Suite In The Heart Of Fort Myers Close To Everything!

Lakeside Haven with Heated Pool

Lakeside Haven with Heated Pool
Hancock
9.2 out of 10, Wonderful, (47 reviews)
"Fun pool with lake view and breeze. Extremely clean property and pool. Comfortable beds. Wonderful enclosure around pool. Well maintained. Heated pool awesome. "
United States
Rachel L.
The price is €385
includes taxes & fees
19 Jul - 20 Jul
Lakeside Haven with Heated Pool

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 €278
includes taxes & fees
15 Aug - 16 Aug
Charming 1-bedroom apartment in Bokeelia with WiFi, AC, pool & heated spa

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, (52 reviews)
"we rented the property for its walking distance access to food and the beach and the bay front and that is exactly what we got."
United States
Greg F.
The price is €274
includes taxes & fees
29 Jul - 30 Jul
Newly remodeled Parrot Nest Toucan Cottage! Walk to beach, shops, restaurants!

Newly remodeled Parakeet cottage! Walking distance to beach, restaurants, shops!

Newly remodeled Parakeet cottage! Walking distance to beach, restaurants, shops!
East End
9.2 out of 10, Wonderful, (73 reviews)
"Great little place, really enjoyed having the kitchen and the grill. "
United States
Eric W.
The price is €286
includes taxes & fees
9 Aug - 10 Aug
Newly remodeled Parakeet cottage! Walking distance to beach, restaurants, shops!

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 €391
includes taxes & fees
15 Aug - 16 Aug
Gorgeous Newly Renovated Coastal Cottage "Egret" Minutes to the beach and free bikes!! JULY SAVINGS!

Lazy Cuckoo Inn

Lazy Cuckoo Inn
2.0 star property
Fort Myers Beach
8.8 out of 10, Excellent, (294 reviews)
"Clean room, good location, easy check in instructions."
United States
Brooklyn
The price is €86
includes taxes & fees
23 Jul - 24 Jul
Lazy Cuckoo Inn

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, (8 reviews)
"The home was absolutely perfect , clean, spacious, and very comfortable. Beautifully decorated , beds were cozy, and everything was exactly as described. The host was friendly and responsive, which made the stay stress-free. Great location and a perfect home base for our family trip.”"
United States
Kelly R.
The price is €361
includes taxes & fees
26 Jul - 27 Jul
3BR Coastal retreat in peaceful Bokeelia with pool, bikes, ping pong and fishing

Stunning Luxury villa Sandpiper across the street from the beach!

Stunning Luxury villa Sandpiper across the street from the beach!
East End
9.0 out of 10, Wonderful, (51 reviews)
"Very clean, well appointed, wonderful grounds, landscaping and amenities, fantastic location (central but peaceful)"
United States
Julie P.
The price is €470
includes taxes & fees
21 Jul - 22 Jul
Stunning Luxury villa Sandpiper across the street from the beach!

coastal chic cottage "Heron" minutes to the beach! JULY SAVINGS!

coastal chic cottage "Heron" minutes to the beach! JULY SAVINGS!
West End
9.2 out of 10, Wonderful, (43 reviews)
"This was my second stay . It’s so amazing and the location is perfect !!!! We will be back !"
United States
EMILY B.
The price is €446
includes taxes & fees
1 Aug - 2 Aug
coastal chic cottage "Heron" minutes to the beach! JULY SAVINGS!

Flamingo Inn

Flamingo Inn
3.0 star property
Mid Island
8.0 out of 10, Very good, (1,016 reviews)
"Great location and cleanliness was excellent"
United States
J
The price is €168
includes taxes & fees
24 Jul - 25 Jul
Flamingo Inn

Enjoy a 3-bedroom vacation home in Yacht Club - Special January & February.

Enjoy a 3-bedroom vacation home in Yacht Club - Special January & February.
Caloosahatchee
9.6 out of 10, Exceptional, (121 reviews)
"Close to restaurants and the beach. Nice house overall."
United States
Paul L.
The price is €383
includes taxes & fees
20 Jul - 21 Jul
Enjoy a 3-bedroom vacation home in Yacht Club - Special January & February.

Gorgeous Residence with Panoramic Ocean Views and Secluded Beach- Pool Open!

Gorgeous Residence with Panoramic Ocean Views and Secluded Beach- Pool Open!
Punta Rassa
9.6 out of 10, Exceptional, (20 reviews)
"The condo is perfect! Perfect size. Perfect location. Perfect everything! The location is a quiet secluded location with time for relaxation. It also allows for a lot of fun with a quick ride to Fort Myers Beach and Sanibel. "
United States
Sabrina F.
The price is €655
includes taxes & fees
18 Jul - 19 Jul
Gorgeous Residence with Panoramic Ocean Views and Secluded Beach- Pool Open!

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, (11 reviews)
"Location was fantastic to get two days away. Right in the middle of the property southeast plantation with a view of the marina and right next to school. Good for a couple or a small family with young children."
United States
Walter R.
The price is €432
includes taxes & fees
15 Aug - 16 Aug
Bayside Villa 4224: Bright Corner Unit with Stunning Bay Views

Island Inn

Island Inn
3.5 star property
West End
9.4 out of 10, Exceptional, (1,139 reviews)
"The place was amazing and the host was very gracious."
United States
Wendy
The price is €252
includes taxes & fees
22 Jul - 23 Jul
Island Inn
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 €86 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?

North Captiva Point House - Boat/Water Taxi Only **NEWLY RENOVATED **: This holiday home rental outside of Flamingo Bay is located on the beach, and has a balcony, a BBQ and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

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 Sanibel Island Southern 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.