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Flamingo Bay Vacation Rentals

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Our top choices for Flamingo Bay vacation rentals

1. Sundial Beach Resort & Spa

Sundial Beach Resort & Spa
5.0 star property
Mid Island
8.6 out of 10, Excellent, (2,716 reviews)
"Love the resort and great access to beach"
United States
Lisa Renee
The price is CA $475
CA $622 total
includes taxes & fees
Nov 19 - Nov 20
Sundial Beach Resort & Spa

2. Island Inn

Island Inn
3.5 star property
West End
9.4 out of 10, Exceptional, (1,164 reviews)
"Great location"
United States
Nicole
The price is CA $396
CA $441 total
includes taxes & fees
Oct 30 - Oct 31
Island Inn

3. Lazy Cuckoo Inn

Lazy Cuckoo Inn
2.0 star property
Fort Myers Beach
8.8 out of 10, Excellent, (302 reviews)
"Great place!"
United States
Bruce
The price is CA $73
CA $128 total
includes taxes & fees
Oct 23 - Oct 24
Lazy Cuckoo Inn

4. Matlacha Tiny Village

Matlacha Tiny Village
3.0 star property
Matlacha
8.8 out of 10, Excellent, (298 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 CA $187
CA $315 total
includes taxes & fees
Oct 20 - Oct 21
Matlacha Tiny Village

5. Edison Beach House

Edison Beach House
3.5 star property
Fort Myers Beach
9.4 out of 10, Exceptional, (1,943 reviews)
"Great stay."
United States
Angie
The price is CA $214
CA $294 total
includes taxes & fees
Oct 20 - Oct 21
Edison Beach House

6. Driftwood Inn

Driftwood Inn
4.0 star property
Mid Island
10.0 out of 10, Exceptional, (11 reviews)
"This was our second stay at Driftwood Inn and we enjoyed it as much this time as the last! Property is immaculately cleaned, comfortable and has everything we need. The beach is a short walk away and the included cart, umbrellas and beach chairs make it easy to enjoy your time relaxing in the sun. Highly recommend this property for your beach time!"
United States
Heather
The price is CA $281
CA $654 total
includes taxes & fees
Nov 1 - Nov 2
Driftwood Inn

7. 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 CA $246
CA $528 total
includes taxes & fees
Oct 27 - Oct 28
MALU LANI Inn & Marina

8. GullWing Beach Resort

GullWing Beach Resort
3.5 star property
South Island
9.4 out of 10, Exceptional, (981 reviews)
"Gullwing is an excellent beach front condo property. Very well maintained, friendly staff and close to amenities."
United States
Jennifer
The price is CA $282
CA $821 total
includes taxes & fees
Oct 20 - Oct 21
GullWing Beach Resort

9. Lovers Key Resort

Lovers Key Resort
3.0 star property
Fort Myers Beach
8.8 out of 10, Excellent, (1,093 reviews)
"good room with a great view"
United States
Gary
The price is CA $145
CA $394 total
includes taxes & fees
Oct 25 - Oct 26
Lovers Key Resort

10. Flamingo Inn

Flamingo Inn
3.0 star property
Mid Island
8.0 out of 10, Very good, (1,026 reviews)
"Great location and cleanliness was excellent"
United States
J
The price is CA $136
CA $246 total
includes taxes & fees
Oct 20 - Oct 21
Flamingo Inn

11. Harbour House at the Inn 308

Harbour House at the Inn 308
3.0 star property
Fort Myers Beach
The price is CA $566
CA $815 total
includes taxes & fees
Oct 20 - Oct 21
Harbour House at the Inn 308

12. 3 Mi to Fort Myers Beach! Family Getaway w/ Pool

3 Mi to Fort Myers Beach! Family Getaway w/ Pool
3.0 star property
Iona
The price is CA $212
CA $622 total
includes taxes & fees
Nov 4 - Nov 5
3 Mi to Fort Myers Beach! Family Getaway w/ Pool

13. Lakeside Oasis Fort Myers

Lakeside Oasis Fort Myers
2.0 star property
Iona
The price is CA $152
CA $343 total
includes taxes & fees
Oct 22 - Oct 23
Lakeside Oasis Fort Myers

14. Riverfront Home w Private Dock Pool Beaches

Riverfront Home w Private Dock Pool Beaches
2.0 star property
McGregor
The price is CA $329
CA $1,235 total
includes taxes & fees
Oct 20 - Oct 21
Riverfront Home w Private Dock Pool Beaches

15. Fort Myers Escape Near Downtown & Beach w/ Parking

Fort Myers Escape Near Downtown & Beach w/ Parking
3.0 star property
Fort Myers
The price is CA $137
CA $481 total
includes taxes & fees
Oct 20 - Oct 21
Fort Myers Escape Near Downtown & Beach w/ Parking

16. 2 Mi to Six Mile Preserve! Family Getaway w/ Pool

2 Mi to Six Mile Preserve! Family Getaway w/ Pool
3.0 star property
Fort Myers
The price is CA $222
CA $672 total
includes taxes & fees
Nov 1 - Nov 2
2 Mi to Six Mile Preserve! Family Getaway w/ Pool
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 vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Flamingo Bay vacation rental for you. At Expedia, you can take your pick from private vacation 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Flamingo Bay vacation 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Flamingo Bay vacation rentals we have selected for you start as low as CA $128 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 vacation 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 vacation.

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 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.