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Flamingo Bay Vacation Rentals

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Our top choices for Flamingo Bay vacation rentals

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 CA $157
CA $482 total
includes taxes & fees
Aug 24 - Aug 25
Manatee Lookout Cottages - Boat to Beach, Dock, Pool, Kayaks, Direct Gulf Access

2. Matlacha Tiny Village

Matlacha Tiny Village
3.0 star property
Matlacha
8.8 out of 10, Excellent, (295 reviews)
"We had a wonderful visit July 26th-28th. Check in was so easy. We stayed in the flamingo. The flamingo is so cute and charming. We had a wonderful time just relaxing and fishing off the dock with the grandkids. We love the kayaks. Tiny village is the perfect place for a little getaway and we can’t wait to book again."
United States
Heather
The price is CA $151
CA $272 total
includes taxes & fees
Sep 8 - Sep 9
Matlacha Tiny Village

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 CA $89
CA $219 total
includes taxes & fees
Sep 1 - Sep 2
Studio with Patio - Turtle Cove - Welcome to our stunning, newly renovated studio condo!

4. 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, (14 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 CA $143
CA $635 total
includes taxes & fees
Aug 25 - Aug 26
Bayside Villa 4224: Bright Corner Unit with Stunning Bay Views

5. 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.
Captiva Villa 3213 | Chic Residence | Great Amenities | Walk to the Beach

6. Bayside Villa 4118 | Spacious Harbourview Residence | Sleeps 6 | Walk to the Beach

Bayside Villa 4118 | Spacious Harbourview Residence | Sleeps 6 | Walk to the Beach
Captiva
9.2 out of 10, Wonderful, (19 reviews)
"Wonderful property. My family of 6 enjoyed our stay, though I would say it probably fits 4 better than 6. The pull outs were actually fairly comfortable. Short walk to the beach. We rented bikes which made it very convienient."
United States
Jeremy S.
Bayside Villa 4118 | Spacious Harbourview Residence | Sleeps 6 | Walk to the Beach

7. Island Inn

Island Inn
3.5 star property
West End
9.4 out of 10, Exceptional, (1,149 reviews)
"Wonderful room and stay. Beachfront!"
United States
Cindi
The price is CA $264
CA $295 total
includes taxes & fees
Sep 8 - Sep 9
Island Inn

8. 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 CA $132
CA $463 total
includes taxes & fees
Aug 25 - Aug 26
Luxe 3BR Waterfront Stay in Cape Coral

9. 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 CA $206
CA $432 total
includes taxes & fees
Aug 24 - Aug 25
Charming 1-bedroom apartment in Bokeelia with WiFi, AC, pool & heated spa

10. Bayside Villa 5114 | Gorgeous Residence | Sleeps 5 | Walk to the Beach

Bayside Villa 5114 | Gorgeous Residence | Sleeps 5 | Walk to the Beach
Captiva
9.2 out of 10, Wonderful, (19 reviews)
"Very nice property & the property manager was easy to reach with questions and very responsive. Would definitely stay here again!"
United States
Jenny B.
The price is CA $172
CA $650 total
includes taxes & fees
Aug 24 - Aug 25
Bayside Villa 5114 | Gorgeous Residence | Sleeps 5 | Walk to the Beach

11. 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)
"The property was nice and the location was great. There was plenty of room to park without having to unhook my trailer which was very convenient. The dock area had plenty of room and the foam pads on the pilings were great with no worry at all of damaging the boat. I would definitely recommend staying here and plan to come back."
United States
Carlos P.
The price is CA $275
CA $681 total
includes taxes & fees
Aug 24 - Aug 25
50’ of Dock for your boats. Hot tub, Boatlift, walk 2 restaurants Xtra parking.

12. 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.
Modern Luxurious Condo, King Bed Suite, Waterfront + Pool, Near Downtown

13. 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)
"Nice place with good fishing in the canal. "
United States
Joshua A.
The price is CA $284
CA $726 total
includes taxes & fees
Aug 24 - Aug 25
3-bedroom house in charming Saint James City with Canal Views!

14. Gorgeous Coastal Cottage "Ibis" Minutes to the beach and free bikes! JULY SAVINGS

Gorgeous Coastal Cottage "Ibis" Minutes to the beach and free bikes! JULY SAVINGS
West End
9.6 out of 10, Exceptional, (45 reviews)
"Great location to the beach"
United States
Robin H.
The price is CA $219
CA $582 total
includes taxes & fees
Aug 24 - Aug 25
Gorgeous Coastal Cottage "Ibis" Minutes to the beach and free bikes! JULY SAVINGS

15. 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, (10 reviews)
"We had a wonderful stay. Beautiful home with a peaceful view. Great communication with the host. A nice quiet neighborhood. Would stay again. "
United States
Shauna
The price is CA $216
CA $590 total
includes taxes & fees
Aug 25 - Aug 26
3BR Coastal retreat in peaceful Bokeelia with pool, bikes, ping pong and fishing

16. The Lovebird-sleeps 3! Great value on Sanibel-walk to dining, shops and Historic East End Lighthouse

The Lovebird-sleeps 3! Great value on Sanibel-walk to dining, shops and Historic East End Lighthouse
East End
9.2 out of 10, Wonderful, (56 reviews)
"Great location for our needs! Very quiet neighborhood. Clean spacious rooms (lovebirds). Bathroom a little tight but no complaints for us. Propery is very cute. Would be great to have friends in other rooms! Bikes are convenient for a quick or longer ride. Wiki’s walkable for meals with Ice cream place next door. Check in instructions were easy to follow even getting in late. Would definitely stay again."
United States
Karen S.
The price is CA $191
CA $476 total
includes taxes & fees
Aug 24 - Aug 25
The Lovebird-sleeps 3! Great value on Sanibel-walk to dining, shops and Historic East End Lighthouse

17. 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, (44 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 CA $274
CA $698 total
includes taxes & fees
Aug 26 - Aug 27
coastal chic cottage "Heron" minutes to the beach! JULY SAVINGS!

18. 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, (32 reviews)
"Such cute condo in a great location with amazing sunsets."
United States
Doug H.
The price is CA $203
CA $822 total
includes taxes & fees
Aug 25 - Aug 26
The Chic Shack: Elevated Beachfront Luxury & Designer Views at Beach Villa 2414

19. 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 CA $292
CA $702 total
includes taxes & fees
Aug 24 - Aug 25
Fisherman's Delight With Heated Salt Swimming Pool and a new Boat Lift

20. 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 CA $217
CA $616 total
includes taxes & fees
Aug 24 - Aug 25
Ultra Modern Home w Heated Salt water Pool pet friendly
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 $260 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?

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 Tarpon Point.

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.