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Flamingo Bay Vacation Rentals

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Flamingo Bay vacation rentals

Exterior

1. 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 ￥20,755
￥34,909 total
includes taxes & fees
Sep 29 - Sep 30
Matlacha Tiny Village
Property grounds

2. 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 ￥10,197
￥25,003 total
includes taxes & fees
Sep 24 - Sep 25
Studio with Patio - Turtle Cove - Welcome to our stunning, newly renovated studio condo!
Property grounds

3. 2 Queen Bed|Nsmk|Cape Coral FL

2 Queen Bed|Nsmk|Cape Coral FL
Caloosahatchee
10.0 out of 10, Exceptional, (151 reviews)
"Had a lovely time here!"
United States
Anonymous traveler
The price is ￥9,647
￥10,757 total
includes taxes & fees
Sep 22 - Sep 23
2 Queen Bed|Nsmk|Cape Coral FL
Sun loungers, beach towels

4. Modern boho 2bed 2bath home, 8 mins to downtown cape and near beach.

Modern boho 2bed 2bath home, 8 mins to downtown cape and near beach.
Pelican
9.4 out of 10, Exceptional, (42 reviews)
"Everything was as listed! My husband and I had a great stay while visiting friends. Location was perfect and the space was super cozy! Would definitely recommend!"
United States
julie l.
The price is ￥12,566
￥35,113 total
includes taxes & fees
Sep 22 - Sep 23
Modern boho 2bed 2bath home, 8 mins to downtown cape and near beach.
Interior

5. 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 ￥19,610
￥86,632 total
includes taxes & fees
Sep 22 - Sep 23
Bayside Villa 5110 | Upscale Bayfront Residence | In-unit laundry | Walk to the Beach
Beach nearby

6. Bright & Airy 2bed 2bath home near downtown/Weekly and monthly discounts!

Bright & Airy 2bed 2bath home near downtown/Weekly and monthly discounts!
Pelican
9.6 out of 10, Exceptional, (63 reviews)
"House was very clean and looked just like advertised. Had a very comfortable stay and property is close to everything you need. Will definitely come back."
United States
Jennifer B.
The price is ￥13,962
￥36,826 total
includes taxes & fees
Sep 22 - Sep 23
Bright & Airy 2bed 2bath home near downtown/Weekly and monthly discounts!
Property grounds

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 ￥10,092
￥11,252 total
includes taxes & fees
Sep 22 - Sep 23
Cape Coral FL | King bed
Outdoor dining

8. 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 ￥18,512
￥32,838 total
includes taxes & fees
Sep 22 - Sep 23
Southernmost Inn King Suite on Canal
Grand Studio Suite, Kitchenette | Desk, laptop workspace, WiFi (free), bed sheets

9. 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 ￥7,681
￥13,638 total
includes taxes & fees
Oct 22 - Oct 23
Lazy Cuckoo Inn
Property amenity

10. Island Inn

Island Inn
3.5 star property
West End
9.4 out of 10, Exceptional, (1,156 reviews)
"Great location"
United States
Nicole
The price is ￥31,726
￥35,375 total
includes taxes & fees
Sep 23 - Sep 24
Island Inn
Dining

11. 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.
Bayside Villa 4208 | Stunning Harbourview Residence| Walk to the Beach
Beach nearby

12. 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 ￥20,865
￥83,344 total
includes taxes & fees
Sep 22 - Sep 23
Captiva Villa 3213 | Chic Residence | Great Amenities | Walk to the Beach
Exterior

13. 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, (33 reviews)
"Our stay was nice and welcoming, great location."
United States
debbie B.
The price is ￥8,472
￥25,704 total
includes taxes & fees
Sep 22 - Sep 23
Marvelous Get Away In The Heart Of Fort Myers
TV

14. 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 ￥16,273
￥70,053 total
includes taxes & fees
Sep 22 - Sep 23
Bayside Villa 4224: Bright Corner Unit with Stunning Bay Views
Coffee/tea maker, fridge, microwave, oven

15. 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 ￥12,848
￥45,270 total
includes taxes & fees
Sep 29 - Sep 30
Modern Luxurious Condo, King Bed Suite, Waterfront + Pool, Near Downtown
Exterior

16. Sanibel Carefree Island Stay - Colony Inn 50

Sanibel Carefree Island Stay - Colony Inn 50
East End
10.0 out of 10, Exceptional, (6 reviews)
"Room was excellent (just re-done), and so was the location. "
United States
Valerie K.
The price is ￥19,869
￥48,518 total
includes taxes & fees
Sep 23 - Sep 24
Sanibel Carefree Island Stay - Colony Inn 50
Pool

17. 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 ￥23,532
￥39,220 total
includes taxes & fees
Sep 22 - Sep 23
Charming 1-bedroom apartment in Bokeelia with WiFi, AC, pool & heated spa
Terrace/patio

18. 3-bedroom house in charming Saint James City with Canal Views!

3-bedroom house in charming Saint James City with Canal Views!
Saint James City
10.0 out of 10, Exceptional, (11 reviews)
"Loved this place, right on the water, close to bars and restaurants."
United States
Brandon J.
The price is ￥23,061
￥71,396 total
includes taxes & fees
Sep 22 - Sep 23
3-bedroom house in charming Saint James City with Canal Views!
Beach nearby

19. 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 ￥21,806
￥47,964 total
includes taxes & fees
Sep 22 - Sep 23
Newly remodeled Parrot Nest Toucan Cottage! Walk to beach, shops, restaurants!
Private beach nearby, motor boating, fishing

20. 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 ￥28,535
￥59,930 total
includes taxes & fees
Oct 5 - Oct 6
MALU LANI Inn & Marina
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

DiamondHead Beach Resort

DiamondHead Beach Resort

10/10 Excellent
"Staff was awesome! we had a wonderful quick beach trip with you guys, thank you!"
Meredith 3-night trip
Posted less than an hour ago
DiamondHead Beach 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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  • Enter your travel dates to view the best deals on holiday rentals in Flamingo Bay while they last

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?

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 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.