Flamingo Bay holiday rentals

We found 5,190 holiday rentals — enter your dates for availability
Discover a selection of 6 homes and other holiday rentals in Flamingo Bay that are perfect for your trip. Whether you're staying in a holiday rental with a group or just with your pet, you'll have the best amenities for spending time at your home away from home, which might include Wi-Fi and a pool. You'll be able to choose a property to rent to meet everyone's needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts – Flamingo Bay

Showing deals for:20 Nov - 27 Nov

Outdoor dining
Room
Property grounds
Interior
Exceptional
(60 reviews)

Pet-Friendly / Family-Friendly Waterfront Vacation Rental + Free Boat Dockage!

Matlacha

8% off
AU$1,649
for 7 nights, 1 room
AU$236 per night
includes taxes & fees
Pet-Friendly / Family-Friendly Waterfront Vacation Rental + Free Boat Dockage!
Pool
Living area
Exterior
Room
Exceptional
(11 reviews)

Welcome to The Max! A comfortable three bedroom, family friendly home

Cape Coral

5% off
AU$2,383
for 7 nights, 1 home
AU$340 per night
includes taxes & fees
Welcome to The Max! A comfortable three bedroom, family friendly home
Living room
Kitchen
Pool area
Front entrance
Exceptional
(86 reviews)

Modern 4BD/3BH Waterfront Home with Heated Pool and Golf Access and EV Charger

Cape Coral

7% off
AU$3,366
for 7 nights, 1 home
AU$481 per night
includes taxes & fees
Modern 4BD/3BH Waterfront Home with Heated Pool and Golf Access and EV Charger
Living & Dining
Location
Master bedroom
Kitchen
Exceptional
(32 reviews)

PERFECT FAMILY GETAWAY - 3 Bedroom / 2 ½ Bath w/ 60' Boat Dock & Private Pool

Saint James City

8% off
AU$4,484
for 7 nights, 1 home
AU$641 per night
includes taxes & fees
PERFECT FAMILY GETAWAY - 3 Bedroom / 2 ½ Bath w/ 60' Boat Dock & Private Pool
Marina
Dining
Pool
Exterior
Exceptional
(31 reviews)

Island Getaway Florida

Saint James City

11% off
AU$3,561
for 7 nights, 1 home
AU$509 per night
includes taxes & fees
Island Getaway Florida
Private kitchen
Pool
Exterior
Dining
Exceptional
(22 reviews)

Beautiful, SOUTHERN EXPOSURE home with a pool

Cape Coral

7% off
AU$2,552
for 7 nights, 1 home
AU$365 per night
includes taxes & fees
Beautiful, SOUTHERN EXPOSURE home with a pool
Private kitchen
Exterior
Dining
Interior
Exceptional
(30 reviews)

Charming duplex in quiet SW Florida, near The Beach, shops, dining, and more!

Cape Coral

8% off
AU$1,368
for 7 nights, 1 home
AU$195 per night
includes taxes & fees
Charming duplex in quiet SW Florida, near The Beach, shops, dining, and more!
Living area
Pool
Dining
Private kitchen
Exceptional
(19 reviews)

Family-friendly home. Heated pool w/lanai. Close to Pine Island, beaches & golf

Cape Coral

7% off
AU$1,987
for 7 nights, 1 home
AU$284 per night
includes taxes & fees
Family-friendly home. Heated pool w/lanai. Close to Pine Island, beaches & golf
Pool
So close to our beautiful beach.
Living area
Interior
Exceptional
(48 reviews)

Upgraded beach house located just steps away from the beach. Pool and Hot tub.

Captiva

9% off
AU$6,339
for 7 nights, 1 home
AU$906 per night
includes taxes & fees
Upgraded beach house located just steps away from the beach. Pool and Hot tub.
Property grounds
Private kitchen
Pool
Interior
Exceptional
(10 reviews)

Relaxing 3-Bedroom Matlacha Cottage with Private Pool & Dock

Matlacha

8% off
AU$3,746
for 7 nights, 1 cottage
AU$535 per night
includes taxes & fees
Relaxing 3-Bedroom Matlacha Cottage with Private Pool & Dock
Exterior
Room
Bathroom
Interior
Wonderful
(47 reviews)

Chic Cape Coral Studio – Near Yacht Club, Kitchen + Laundry

Cape Coral

7% off
AU$937
for 7 nights, 1 apartment
AU$134 per night
includes taxes & fees
Chic Cape Coral Studio – Near Yacht Club, Kitchen + Laundry
Room
Private kitchen
Property grounds
Living area
Excellent
(9 reviews)

Casa Lakehouse 3BD 3BH Heated Pool Lake View

Fort Myers

8% off
AU$2,923
for 7 nights, 1 home
AU$418 per night
includes taxes & fees
Casa Lakehouse 3BD 3BH Heated Pool Lake View
Room
Outdoor dining
Marina
Exterior
Exceptional
(11 reviews)

Orange You Glad Cottage - A Fisherman’s Paradise in sunny Matlacha

Matlacha

7% off
AU$1,831
for 7 nights, 1 cottage
AU$262 per night
includes taxes & fees
Orange You Glad Cottage - A Fisherman’s Paradise in sunny Matlacha
Kitchen
Pool
Exterior
Dinning Area
Exceptional
(16 reviews)

Spacious newly built Home w/brand-new heated pool&Spa in the heart of Cape Coral

Cape Coral

7% off
AU$3,477
for 7 nights, 1 home
AU$497 per night
includes taxes & fees
Spacious newly built Home w/brand-new heated pool&Spa in the heart of Cape Coral
Dining
Private kitchen
Living area
Exterior detail
Exceptional
(18 reviews)

Luxury Home - 4BR - Private Outdoor Oasis w/ Htd Saltwater Pool - Game Rm w/ PS5

Cape Coral

16% off
AU$4,264
for 7 nights, 1 home
AU$609 per night
includes taxes & fees
Luxury Home - 4BR - Private Outdoor Oasis w/ Htd Saltwater Pool - Game Rm w/ PS5
Exterior detail
Interior
Dining
Exterior detail
Exceptional
(61 reviews)

Private getaway on Pine Island. Full kitchen, lanai, deck. Beautiful yard.

Bokeelia

8% off
AU$871
for 7 nights, 1 cottage
AU$124 per night
includes taxes & fees
Private getaway on Pine Island. Full kitchen, lanai, deck. Beautiful yard.
Backyard fountain. The soothing sound of falling waters fills pool deck & yard.
Magnificent sunset views from screened porch overlooking pool and golf course.
Dolphins' fountain in front yard.
MASTER SUITE - King-size bed, balcony overlooking pool and golf course
Exceptional
(111 reviews)

SANIBEL SUN CASTLE Splendid home, heated pool, great location, bike to beach.

Sanibel

7% off
AU$7,156
for 7 nights, 1 home
AU$1,022 per night
includes taxes & fees
SANIBEL SUN CASTLE Splendid home, heated pool, great location, bike to beach.
Exterior
Private kitchen
Outdoor dining
Dining
Excellent
(6 reviews)

Cozy home quiet area, short drive to the beach. Perfect for traveling nurse

Cape Coral

6% off
AU$1,082
for 7 nights, 1 home
AU$155 per night
includes taxes & fees
Cozy home quiet area, short drive to the beach. Perfect for traveling nurse
Our welcome gift is waiting for you.
Brand new open plan kitchen and living room.
Brand new house built in 2024.
Living area
Exceptional
(8 reviews)

New House with Step Free Entry, Canal, Fish, Sunset Views, Near Golf & Baseball.

Cape Coral

7% off
AU$1,486
for 7 nights, 1 home
AU$212 per night
includes taxes & fees
New House with Step Free Entry, Canal, Fish, Sunset Views, Near Golf & Baseball.
Exterior
Dining
Living area
Living area
Exceptional
(34 reviews)

Relax in Paradise: 2-Bedroom Island Retreat with private Pool & Golf Cart!

Captiva

8% off
AU$4,983
for 7 nights, 1 home
AU$712 per night
includes taxes & fees
Relax in Paradise: 2-Bedroom Island Retreat with private Pool & Golf Cart!
Guest room 1
Pool area at night
Entry with lockboxes
Outdoor kitchen
Wonderful
(38 reviews)

2 Private Cabanas with kitchen and a Private Pool.

Cape Coral

7% off
AU$1,977
for 7 nights, 1 home
AU$282 per night
includes taxes & fees
2 Private Cabanas with kitchen and a Private Pool.
Terrace/patio
Kitchen view from living room
Living area
Property grounds
Exceptional
(12 reviews)

LOCATION Cozy bungalow on Monroe Canal, the most entertaining / traveled canal

Saint James City

8% off
AU$2,020
for 7 nights, 1 home
AU$289 per night
includes taxes & fees
LOCATION Cozy bungalow on Monroe Canal, the most entertaining / traveled canal
Dining
Living area
Living area
Interior
Exceptional
(7 reviews)

Penthouse Suite 2 in the heart of SW Cape Coral

Cape Coral

7% off
AU$1,969
for 7 nights, 1 apartment
AU$281 per night
includes taxes & fees
Penthouse Suite 2 in the heart of SW Cape Coral
Living area
Outdoor dining
Pool
Room
Exceptional
(38 reviews)

Ellis' Hideaway! Cozy 2-bedroom pool home with WiFi, AC in enjoyable Cape Coral

Cape Coral

8% off
AU$1,622
for 7 nights, 1 home
AU$232 per night
includes taxes & fees
Ellis' Hideaway! Cozy 2-bedroom pool home with WiFi, AC in enjoyable Cape Coral
  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Choose a holiday rental for your Flamingo Bay getaway

Learn about the unique charm of Flamingo Bay with a stay in a holiday home rental. This city has something for everyone. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Sightseeing in and around Flamingo Bay

Are you hoping to find things to do during your stay? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that Flamingo Bay has to offer. Here are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Sun Splash Water Park (9.1 mi / 14.7 km)
  • Sanibel Island Golf Club (9.9 mi / 15.9 km)
  • Fort Myers Country Club (14.1 mi / 22.7 km)
  • Palmetto-Pine Country Club (7.3 mi / 11.8 km)
  • Dunes Golf and Tennis Club (9 mi / 14.4 km)
  • Coral Oaks Golf Course (9 mi / 14.5 km)

Exploring the natural landscape of Flamingo Bay

Whether you're looking for fun outdoor activities or just want to take in the scenery, Flamingo Bay is a great spot to appreciate mother nature. These are some of the area's most enchanting sights, all within 30 miles (48.2 km) of the city centre:

  • North Captiva Island Beach (6.7 mi / 10.8 km)
  • Captiva Beach (7.1 mi / 11.4 km)
  • J. N. Ding Darling National Wildlife Refuge (7.5 mi / 12 km)
  • Turner Beach (7.9 mi / 12.7 km)
  • Blind Pass Beach (7.9 mi / 12.7 km)
  • Sanibel Harbour Beach (8 mi / 12.8 km)

Travelling to and around Flamingo Bay

Fly into Fort Myers, FL (RSW-Southwest Florida Intl.), the closest airport, located 21.8 mi (35 km) from the city centre. If you can't find a flight that works for your travel itinerary, you could book a flight to Punta Gorda Airport (PGD), which is 24.7 mi (39.7 km) away.

Frequently asked questions

What are the top attractions in Flamingo Bay?
In Flamingo Bay, Florida, visitors can enjoy a variety of attractions that highlight the area's natural beauty and recreational opportunities. The picturesque waterways provide ample chances for boating, kayaking, and fishing, making it a great spot for water enthusiasts. Nearby, the Everglades National Park offers breathtaking scenery and unique wildlife, accessible through guided tours or hiking trails.For those interested in beach activities, the nearby beaches of the Florida Keys are just a short drive away, offering sunbathing, snorkelling, and diving experiences in crystal-clear waters. Additionally, the vibrant local dining scene features seafood restaurants and waterfront eateries that allow guests to savour fresh catches while enjoying scenic views.
Are all fees included in the Flamingo Bay holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Flamingo Bay holiday homes with parking?
Stayz offers a wide selection of holiday homes in Flamingo Bay with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Flamingo Bay holiday homes?
You can find great discounts on holiday homes in Flamingo Bay on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Flamingo Bay holiday home booking on Stayz?
To find Flamingo Bay holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Flamingo Bay?
A long-stay holiday home in Flamingo Bay is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Flamingo Bay holiday home?
Book your Flamingo Bay holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Flamingo Bay?
Prices for holiday homes in Flamingo Bay vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Flamingo Bay to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.