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Flamingo Bay Vacation Rentals

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Flamingo Bay vacation rentals

An infinity pool with chairs and tables, a palm tree, and a sunset view.

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 AED 406
AED 1,305 total
includes taxes & fees
2 Oct - 3 Oct
Manatee Lookout Cottages - Boat to Beach, Dock, Pool, Kayaks, Direct Gulf Access
A beachside area with colorful beach houses, a dock, and a sandy beach.

2. Matlacha Tiny Village

Matlacha Tiny Village
3.0 star property
Matlacha
9.0 out of 10, Wonderful, (297 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 AED 486
AED 817 total
includes taxes & fees
2 Oct - 3 Oct
Matlacha Tiny Village
A waterfront patio with Adirondack chairs, a fire pit, and a grill area.

3. 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 AED 239
AED 585 total
includes taxes & fees
12 Oct - 13 Oct
Studio with Patio - Turtle Cove - Welcome to our stunning, newly renovated studio condo!
A balcony with a pool, chairs, and a view of a water body and buildings.

4. 2 Queen Bed|Nsmk|Cape Coral FL

2 Queen Bed|Nsmk|Cape Coral FL
Caloosahatchee
10.0 out of 10, Exceptional, (152 reviews)
"Had a lovely time here!"
United States
Anonymous traveler
The price is AED 223
AED 249 total
includes taxes & fees
2 Oct - 3 Oct
2 Queen Bed|Nsmk|Cape Coral FL
A modern living room with a flat-screen TV, a floor lamp, a dining table, and a sofa.

5. Lazy Cuckoo Inn

Lazy Cuckoo Inn
2.0 star property
Fort Myers Beach
8.8 out of 10, Excellent, (299 reviews)
"Great place!"
United States
Bruce
The price is AED 174
AED 312 total
includes taxes & fees
29 Oct - 30 Oct
Lazy Cuckoo Inn
A modern kitchen with white cabinetry, a central island, and a dining area with a sofa and table.

6. Bayside Villa 5110 | Upscale Bayfront Residence | In-unit laundry | Walk to the Beach

Bayside Villa 5110 | Upscale Bayfront Residence | In-unit laundry | Walk to the Beach
Captiva
9.6 out of 10, Exceptional, (23 reviews)
"Well kept condo."
United States
Joseph S.
The price is AED 646
AED 2,185 total
includes taxes & fees
2 Oct - 3 Oct
Bayside Villa 5110 | Upscale Bayfront Residence | In-unit laundry | Walk to the Beach
A balcony with a pool, chairs, and a view of a water body and buildings.

7. Cape Coral FL | King bed

Cape Coral FL | King bed
Caloosahatchee
10.0 out of 10, Exceptional, (196 reviews)
"Views of the lake from this hotel are wonderful. The pool was enjoyable as well."
United States
Anonymous traveler
The price is AED 233
AED 260 total
includes taxes & fees
9 Oct - 10 Oct
Cape Coral FL | King bed
A spacious living room with a flat-screen TV, a sofa, a coffee table, and a balcony with a view of the beach.

8. 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, (15 reviews)
"Clean property, easy access. Good kitchen supplies. It was nice to be staying on the island and close to the beach."
United States
Louis
The price is AED 381
AED 1,703 total
includes taxes & fees
2 Oct - 3 Oct
Bayside Villa 4224: Bright Corner Unit with Stunning Bay Views
A wooden deck with a table and chairs overlooking a body of water, palm trees, and a house in the background.

9. Southernmost Inn King Suite on Canal

Southernmost Inn 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 AED 433
AED 769 total
includes taxes & fees
4 Oct - 5 Oct
Southernmost Inn King Suite on Canal
A room with a glass table, a ceiling fan, and a view of a palm tree and water.

10. Bayside Villa 4208 | Stunning Harbourview Residence| Walk to the Beach

Bayside Villa 4208 | Stunning Harbourview Residence| Walk to the Beach
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 AED 646
AED 1,889 total
includes taxes & fees
2 Oct - 3 Oct
Bayside Villa 4208 | Stunning Harbourview Residence| Walk to the Beach
A beach with a view of the ocean and a sunset.

11. Island Inn

Island Inn
3.5 star property
West End
9.4 out of 10, Exceptional, (1,157 reviews)
"Great location"
United States
Nicole
The price is AED 743
AED 828 total
includes taxes & fees
4 Oct - 5 Oct
Island Inn
A pool with a metal railing, surrounded by lush greenery and a covered area with a metal frame.

12. 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 AED 551
AED 922 total
includes taxes & fees
2 Oct - 3 Oct
Charming 1-bedroom apartment in Bokeelia with WiFi, AC, pool & heated spa
A coastal resort with a long sandy beach, multiple white buildings, and lush greenery.

13. Captiva Villa 3213 | Chic Residence | Great Amenities | Walk to the Beach

Captiva Villa 3213 | Chic Residence | Great Amenities | Walk to the Beach
Captiva
9.0 out of 10, Wonderful, (19 reviews)
"Great villa for 2 people. The place was clean, well stocked and comfortable. The pool was lovely. Check in / check out was seamless. Would definitely book again."
United States
Connie A.
The price is AED 680
AED 2,112 total
includes taxes & fees
2 Oct - 3 Oct
Captiva Villa 3213 | Chic Residence | Great Amenities | Walk to the Beach
An aerial view of a coastal residential area with houses, a beach, and boats.

14. 1BR condo - Steps to the Gulf - Colony Inn 55

1BR condo - Steps to the Gulf - Colony Inn 55
East End
10.0 out of 10, Exceptional, (10 reviews)
"Spent 5 wonderful days at Colony Inn."
United States
Norman G.
The price is AED 490
AED 1,178 total
includes taxes & fees
15 Oct - 16 Oct
1BR condo - Steps to the Gulf - Colony Inn 55
A beach with a single seashell in the foreground and two people in the background.

15. 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 AED 514
AED 1,458 total
includes taxes & fees
2 Oct - 3 Oct
Coastal Chic Cottage "Sandpiper" minutes to the beach! Free bikes
A modern kitchen with a central island, stainless steel appliances, and a decorative backsplash.

16. 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 stay here! Clean and spacious. Loved the amenities and the location ease of access."
United States
Brianna L.
The price is AED 298
AED 1,049 total
includes taxes & fees
9 Oct - 10 Oct
Modern Luxurious Condo, King Bed Suite, Waterfront + Pool, Near Downtown
An aerial view of a resort with multiple buildings, a beach, and a mangrove area.

17. The Chic Shack: Elevated Beachfront Luxury & Designer Views at Beach Villa 2414

The Chic Shack: Elevated Beachfront Luxury & Designer Views at Beach Villa 2414
Captiva
9.4 out of 10, Exceptional, (34 reviews)
"The place was very nice ."
United States
Cathy S.
The Chic Shack: Elevated Beachfront Luxury & Designer Views at Beach Villa 2414
A beach view from a balcony with a pool, palm trees, and a building with a balcony.

18. Edison Beach House

Edison Beach House
3.5 star property
Fort Myers Beach
9.4 out of 10, Exceptional, (1,921 reviews)
"Great stay."
United States
Angie
The price is AED 672
AED 892 total
includes taxes & fees
2 Oct - 3 Oct
Edison Beach House
A waterfront patio with lounge chairs, a pool, and a building with a glass facade.

19. Waterfront Condo with Pool & Boat Slip

Waterfront Condo with Pool & Boat Slip
Caloosahatchee
10.0 out of 10, Exceptional, (26 reviews)
"Great location! Great kitchen! Very comfortable beds. Pool area and pool were the best. Great dock. We had the best stay at Seatuit."
United States
Mark L.
The price is AED 299
AED 1,231 total
includes taxes & fees
2 Oct - 3 Oct
Waterfront Condo with Pool & Boat Slip
A family of four holding hands on a sandy beach with a clear sky and calm sea in the background.

20. 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, (55 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 AED 584
AED 1,227 total
includes taxes & fees
4 Oct - 5 Oct
Newly remodeled Parrot Nest Toucan Cottage! Walk to beach, shops, restaurants!
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

The Lighthouse Resort Inn & Suites

The Lighthouse Resort Inn & Suites

10/10 Excellent
"We loved our time!!"
Courtney 1-night trip
Posted 7 hours ago
The Lighthouse Resort Inn & Suites

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?

OCT 17-24, NOV 7-14 and DEC 5-12 available Discounted Rates!! 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 6 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.