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Flamingo Bay Holiday Rentals

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Our top choices for Flamingo Bay holiday rentals

1. Back Porch Social - Heated Pool, Waterfront, Tiki Bar

Back Porch Social - Heated Pool, Waterfront, Tiki Bar
Diplomat
The price is AU$12,104
includes taxes & fees
31 Aug - 1 Sept
Back Porch Social - Heated Pool, Waterfront, Tiki Bar

2. Matlacha Tiny Village

Matlacha Tiny Village
3.0 star property
Matlacha
8.8 out of 10, Excellent, (296 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 AU$276
includes taxes & fees
9 Sept - 10 Sept
Matlacha Tiny Village

3. Edison Beach House

Edison Beach House
3.5 star property
Fort Myers Beach
9.4 out of 10, Exceptional, (1,886 reviews)
"Our stay at Edison Beach House was amazing. The property owner is very sweet."
United States
Robin Marie
The price is AU$275
includes taxes & fees
31 Aug - 1 Sept
Edison Beach House

4. Sundial Beach Resort & Spa

Sundial Beach Resort & Spa
5.0 star property
Mid Island
8.6 out of 10, Excellent, (2,689 reviews)
"Great place"
United States
moti
The price is AU$697
includes taxes & fees
31 Aug - 1 Sept
Sundial Beach Resort & Spa

5. Island Inn

Island Inn
3.5 star property
West End
9.4 out of 10, Exceptional, (1,150 reviews)
"Wonderful room and stay. Beachfront!"
United States
Cindi
The price is AU$325
includes taxes & fees
1 Sept - 2 Sept
Island Inn

6. 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, (41 reviews)
"Excellent!"
United States
Tim A.
The price is AU$728
includes taxes & fees
31 Aug - 1 Sept
50’ of Dock for your boats. Hot tub, Boatlift, walk 2 restaurants Xtra parking.

7. Hibiscus House Bed Breakfast Inn Parrot Room

Hibiscus House Bed Breakfast Inn Parrot Room
2.0 star property
Fort Myers River District
10.0 out of 10, Exceptional, (2 reviews)
"Easy check in, clean room and very close to many restaurants and bars"
United States
david
The price is AU$317
includes taxes & fees
13 Sept - 14 Sept
Hibiscus House Bed Breakfast Inn Parrot Room

8. 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 AU$432
includes taxes & fees
31 Aug - 1 Sept
Charming 1-bedroom apartment in Bokeelia with WiFi, AC, pool & heated spa

9. Perfect Getaway, Anytime of Year, Sunny, Clean, Spacious & Ideally Located!

Perfect Getaway, Anytime of Year, Sunny, Clean, Spacious & Ideally Located!
Pelican
10.0 out of 10, Exceptional, (36 reviews)
"Yes Great location . Close to stores and restaurants . Pool could have been better if Had a cover temp went down over nite."
United States
Rickie D.
The price is AU$575
includes taxes & fees
31 Aug - 1 Sept
Perfect Getaway, Anytime of Year, Sunny, Clean, Spacious & Ideally Located!

10. GullWing Beach Resort

GullWing Beach Resort
3.5 star property
South Island
9.6 out of 10, Exceptional, (969 reviews)
"Amazing experience. Going back next year!"
United States
Isabel
The price is AU$735
includes taxes & fees
31 Aug - 1 Sept
GullWing Beach Resort

11. MALU LANI Inn & Marina

MALU LANI Inn & Marina
3.5 star property
Bokeelia
10.0 out of 10, Exceptional, (6 reviews)
"Overall, very friendly Gave me advice about the area Told me what live bands were playing that night Very fun definitely will be back"
United States
Kyle
The price is AU$524
includes taxes & fees
7 Sept - 8 Sept
MALU LANI Inn & Marina

12. King Suite on Canal

King Suite on Canal
Saint James City
10.0 out of 10, Exceptional, (19 reviews)
"Great spot. We have stayed multiple times, love the location. Everything has been great and look forward to going back! "
United States
Tracy L.
The price is AU$496
includes taxes & fees
31 Aug - 1 Sept
King Suite on Canal

13. 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, (95 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 AU$708
includes taxes & fees
31 Aug - 1 Sept
Fisherman's Delight With Heated Salt Swimming Pool and a new Boat Lift

14. Ultra Modern Home w Heated Salt water Pool pet friendly

Ultra Modern Home w Heated Salt water Pool pet friendly
Mariner
10.0 out of 10, Exceptional, (19 reviews)
"Host very responsive to questions! Really enjoyed the pool and on site amenities!"
United States
Doug M.
The price is AU$647
includes taxes & fees
9 Sept - 10 Sept
Ultra Modern Home w Heated Salt water Pool pet friendly

15. Studio with Patio - Turtle Cove - Welcome to our stunning, newly renovated studio condo!

Studio with Patio - Turtle Cove - Welcome to our stunning, newly renovated studio condo!
Matlacha
9.8 out of 10, Exceptional, (9 reviews)
"This is a wonderful property with a fantastic manager -Stacey. It is beautiful with great amenities and a great location."
United States
David H.
The price is AU$225
includes taxes & fees
1 Sept - 2 Sept
Studio with Patio - Turtle Cove - Welcome to our stunning, newly renovated studio condo!

16. Luxe 3BR Waterfront Stay in Cape Coral

Luxe 3BR Waterfront Stay in Cape Coral
Mariner
10.0 out of 10, Exceptional, (12 reviews)
"We were pleased with our stay. "
United States
Jamie G.
The price is AU$413
includes taxes & fees
31 Aug - 1 Sept
Luxe 3BR Waterfront Stay in Cape Coral

17. 2 Queen Bed|Nsmk|Cape Coral FL

2 Queen Bed|Nsmk|Cape Coral FL
Caloosahatchee
10.0 out of 10, Exceptional, (150 reviews)
"Had a lovely time here!"
United States
Anonymous traveller
The price is AU$89
includes taxes & fees
31 Aug - 1 Sept
2 Queen Bed|Nsmk|Cape Coral FL

18. Matlacha/Cape Coral - Kokopelli House - a three-story Key West style residence

Matlacha/Cape Coral - Kokopelli House - a three-story Key West style residence
Matlacha
9.8 out of 10, Exceptional, (64 reviews)
"Great stay, would definitely go back! "
United States
Chad N.
The price is AU$1,480
includes taxes & fees
9 Sept - 10 Sept
Matlacha/Cape Coral - Kokopelli House - a three-story Key West style residence

19. Driftwood Inn

Driftwood Inn
4.0 star property
Mid Island
10.0 out of 10, Exceptional, (11 reviews)
"The cottage was well stocked with all we needed. It was also immaculate with a lovely garden. The beach was a 5 minute walk."
United States
Maureen
The price is AU$638
includes taxes & fees
31 Aug - 1 Sept
Driftwood Inn

20. 3BR Custom Home with Private Heated Pool Steps from Captiva Beach

3BR Custom Home with Private Heated Pool Steps from Captiva Beach
Captiva
9.4 out of 10, Exceptional, (39 reviews)
"Beautiful property just steps from the water, from shops and restaurants, just thr perfect location. The property management company is accommodating and responsive. Also very clean. We would definitely rent it again. Thanks you!"
United States
Alina
The price is AU$1,604
includes taxes & fees
31 Aug - 1 Sept
3BR Custom Home with Private Heated Pool Steps from Captiva Beach
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, 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 favourite 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 depend 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 AU$270 per night. Entering your travel dates in the search wizard might find you 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 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 Tarpon Point.

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.