Flamingo Bay Vacation Rentals from $92: Search Short-Term Rentals

Q: What are some of the best vacation home rentals in Flamingo Bay?

Labor Day, XMas🎄Available- Beach 🏖️ 2min walk🩴 : You might want to consider this vacation home rental near Flamingo Bay, which 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.

Check prices for these dates

In two weeks

In two months

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In four months

Our top choices for Flamingo Bay vacation rentals

1. Matlacha Tiny Village

Matlacha

Lori

$207 nightly

Sep 12 - Sep 13

Total with taxes and fees

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

Matlacha

Chad N.

$976 nightly

Sep 9 - Sep 10

Total with taxes and fees

3. 50’ of Dock for your boats. Hot tub, Boatlift, walk 2 restaurants Xtra parking.

Matlacha

Tim A.

$391 nightly

Sep 13 - Sep 14

Total with taxes and fees

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

Pelican

Rickie D.

$383 nightly

Sep 9 - Sep 10

Total with taxes and fees

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

Matlacha

David H.

$145 nightly

Sep 9 - Sep 10

Total with taxes and fees

6. Boat Dock & Patio: Canal-Front St James City Home!

St. James City

Casey W.

$314 nightly

Sep 7 - Sep 8

Total with taxes and fees

7. Fisherman's Delight With Heated Salt Swimming Pool and a new Boat Lift

St James City

Jennifer C.

$443 nightly

Oct 1 - Oct 2

Total with taxes and fees

8. 3-bedroom house in charming Saint James City with Canal Views!

Saint James City

Joshua A.

$516 nightly

Sep 22 - Sep 23

Total with taxes and fees

9. King Suite on Canal

Saint James City

Tracy L.

$320 nightly

Sep 10 - Sep 11

Total with taxes and fees

10. Bayside Villa 4224: Bright Corner Unit with Stunning Bay Views

Captiva

Louis

$417 nightly

Sep 12 - Sep 13

Total with taxes and fees

11. Villa Sol: Premium 2BR Beachfront Corner Unit at Beach Villa 2001

Captiva

Brian C.

$575 nightly

Sep 7 - Sep 8

Total with taxes and fees

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

Captiva

Doug H.

$539 nightly

Sep 7 - Sep 8

Total with taxes and fees

13. Spacious 5-Bedroom Captiva Home with Private Pool & Spa

Captiva

"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Great location, the layout of the rooms was perfect for a large family and the management group was extremely responsive whenever we had a concern."

bob v.

$1,919 nightly

Oct 5 - Oct 6

Total with taxes and fees

14. 3BR Cottage with Private Pool & Spa, Steps to the Beach

Captiva

"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We stay on Captiva once a year, and had skipped the last 2 due to the Pandemic. It is our favorite place and the Village makes it work it. Captiva Cutie is a great house. A little small for 6 adults, but it worked really well. The only hiccup was...

susan t.

$987 nightly

Sep 26 - Sep 27

Total with taxes and fees

15. 4BR Captiva Home with Private Pool & Steps to the Beach

Captiva

Dana P.

$1,148 nightly

Sep 7 - Sep 8

Total with taxes and fees

16. Charming 1-bedroom apartment in Bokeelia with WiFi, AC, pool & heated spa

Bokeelia

Louis

$285 nightly

Sep 7 - Sep 8

Total with taxes and fees

17. 3BR Coastal retreat in peaceful Bokeelia with pool, bikes, ping pong and fishing

Bokeelia

Erik B.

$378 nightly

Sep 20 - Sep 21

Total with taxes and fees

18. Waterfront Home: Private Pool & Stunning Sea Views

Pelican

Jo-Ann

$474 nightly

Sep 17 - Sep 18

Total with taxes and fees

19. Fabulous 5 BR Waterfront Villa for Your Perfect Dream Vacation!

Pelican

Mary Kay S.

$1,082 nightly

Sep 10 - Sep 11

Total with taxes and fees

20. 3BR Beachfront Captiva Home with Private Pool & 120’ Gulf Frontage

Captiva

Marvin G.

$1,748 nightly

Sep 10 - Sep 11

Total with taxes and fees

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Top Flamingo Bay Hotel Reviews

Hampton Inn & Suites Fort Myers Beach/Sanibel Gateway

8/10 Good

"Thanks"

The Lighthouse Resort Inn & Suites

8/10 Good

"Man, we love this place! It’s a block behind Margaritaville, so no water view, but within another dozen steps, you’re transported to the most beautiful beach at literally half the price. 100% book this hotel - you won’t be sorry!! If you’re into the bar scene, this place is Party Central. If you’re not, ask for the quiet side and you’ll have absolutely no clue that people are downstairs living their best life. My *only* complaint is that year #1, my unit had a stove. Year number 2, I arrived, was told I received a free room upgrade. (Yay!). Had a bedroom separate from the Living Room - on the “quiet side” of the property, which was great — but No stove! :( While I wish that would’ve been disclosed, it certainly wasn’t a dealbreaker. I will continue to come here year after year. Truly heaven on Earth."

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, condos, resorts, cabins, villas, motels. 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 low season months. For more hustle and bustle, you may prefer to visit Flamingo Bay in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $92 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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?

Labor Day, XMas🎄Available- Beach 🏖️ 2min walk🩴: You might want to consider this vacation home rental near Flamingo Bay, which 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 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.

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Check prices for these dates

Our top choices for Flamingo Bay vacation rentals

1. Matlacha Tiny Village

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

3. 50’ of Dock for your boats. Hot tub, Boatlift, walk 2 restaurants Xtra parking.

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

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

6. Boat Dock & Patio: Canal-Front St James City Home!

7. Fisherman's Delight With Heated Salt Swimming Pool and a new Boat Lift

8. 3-bedroom house in charming Saint James City with Canal Views!

9. King Suite on Canal

10. Bayside Villa 4224: Bright Corner Unit with Stunning Bay Views

11. Villa Sol: Premium 2BR Beachfront Corner Unit at Beach Villa 2001

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

13. Spacious 5-Bedroom Captiva Home with Private Pool & Spa

14. 3BR Cottage with Private Pool & Spa, Steps to the Beach

15. 4BR Captiva Home with Private Pool & Steps to the Beach

16. Charming 1-bedroom apartment in Bokeelia with WiFi, AC, pool & heated spa

17. 3BR Coastal retreat in peaceful Bokeelia with pool, bikes, ping pong and fishing

18. Waterfront Home: Private Pool & Stunning Sea Views

19. Fabulous 5 BR Waterfront Villa for Your Perfect Dream Vacation!

20. 3BR Beachfront Captiva Home with Private Pool & 120’ Gulf Frontage

Find vacation rentals that suit your style

Top Flamingo Bay Hotel Reviews

Hampton Inn & Suites Fort Myers Beach/Sanibel Gateway

Hilton Garden Inn Ft Myers

La Quinta Inn & Suites by Wyndham Ft. Myers-Sanibel Gateway

Candlewood Suites Fort Myers Sanibel Gateway by IHG

Quality Inn Fort Myers Cape Coral

Sanibel Island Beach Resort

The Lighthouse Resort Inn & Suites

Edison Beach House

Holiday Inn Express Cape Coral-Fort Myers Area by IHG

Find out more about Flamingo Bay

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