Owner Direct Vacation Rentals in Flamingo Bay

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1601 Flamingo Bay Vacation Homes From $124

Looking for the ideal vacation rental in Flamingo Bay? Discover an extensive gallery of private rentals offering space, comfort, and authentic local character. Owner Direct simplifies your search by matching you with verified property options.

Flamingo Bay Cottage cottage
Flamingo Bay Cottage cottage
House
Saint James City, FL, USA
0.4k from Flamingo Bay center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

2 Bedrooms4 Guests
9.6

Exceptional

6 reviews

$315
Average price / night
Check Availability
Manatee Lookout Cottages - Boat to Beach, Pool, Kayaks, Pets, Direct Gulf Access
Manatee Lookout Cottages - Boat to Beach, Pool, Kayaks, Pets, Direct Gulf Access
House
Saint James City, FL, 33956, United States
0.1k from Flamingo Bay center

AC, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry

2 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$340
Average price / night
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Game Room and Deck Spacious Home in St James City
Game Room and Deck Spacious Home in St James City
House
Flamingo Bay, FL, USA
1.6k from Flamingo Bay center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

4 Bedrooms7 Guests
New to Booking
$124
Average price / night
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ISLAND TIME! DOCK! POOL! KAYAKS! BOAT To BEACH! PETS ALLOWED!
ISLAND TIME! DOCK! POOL! KAYAKS! BOAT To BEACH! PETS ALLOWED!
House
Saint James City, FL, 33956, United States
0.2k from Flamingo Bay center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen

2 Bedrooms6 Guests
10.0

Exceptional

3 reviews

$243
Average price / night
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Game Room and Screened Lanai Pine Island Getaway!
Game Room and Screened Lanai Pine Island Getaway!
House
Matlacha, FL, USA
1.9k from Flamingo Bay center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

4 Bedrooms6 Guests
New to Booking
$195
Average price / night
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The Flamingo at Sandpiper 2 bed 2 bath waterfront location with dock and lift
The Flamingo at Sandpiper 2 bed 2 bath waterfront location with dock and lift
House
Saint James City, FL, 33956, United States
0.3k from Flamingo Bay center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$131
Average price / night
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Villa Papaya in St James city !
Villa Papaya in St James city !
Villa
Saint James City, FL, USA
3.2k from Flamingo Bay center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

3 Bedrooms6 Guests
New to Booking
$243
Average price / night
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Flamingo Bay Cottage (3-Bedroom) - Pets Allowed by RedAwning
Flamingo Bay Cottage (3-Bedroom) - Pets Allowed by RedAwning
Cottage
Saint James City, FL, 33956, United States
0.4k from Flamingo Bay center

AC, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Internet, Laundry, Microwave

2 Bedrooms4 Guests
8.8

Fabulous

3 reviews

$349
Average price / night
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Villa Island Retreat, Country house overlooking 13 acres and a small lake
Villa Island Retreat, Country house overlooking 13 acres and a small lake
House
Saint James City, FL, USA
4.1k from Flamingo Bay center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Family

3 Bedrooms6 Guests
4.0

Review score

1 reviews

$190
Average price / night
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The Crab Shack - Cozy Comfort in Flamingo Bay - 2Bed/1Bath
The Crab Shack - Cozy Comfort in Flamingo Bay - 2Bed/1Bath
House
Saint James City, FL, 33956, United States
0.5k from Flamingo Bay center

AC, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave

2 Bedrooms4 Guests
9.6

Exceptional

8 reviews

$278
Average price / night
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Pet-Friendly Oasis with Deck and Fire Pit in Bokeelia!
Pet-Friendly Oasis with Deck and Fire Pit in Bokeelia!
House
Bokeelia, FL, USA
6.5k from Flamingo Bay center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals, Places to stay

3 Bedrooms6 Guests
New to Booking
$229
Average price / night
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The Golden Flamingo – 2B/1Ba – Pool & Boat Ramp in Flamingo Bay
The Golden Flamingo – 2B/1Ba – Pool & Boat Ramp in Flamingo Bay
House
Saint James City, FL, 33956, United States
0.5k from Flamingo Bay center

AC, Barbecue, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking, Outdoor Space

2 Bedrooms6 Guests
10.0

Exceptional

3 reviews

$276
Average price / night
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JUST WOW! Experience Luxury! Gulf Access, Pool & Spa, Dock, Tiki- Villa Waterfront Wonderland
JUST WOW! Experience Luxury! Gulf Access, Pool & Spa, Dock, Tiki- Villa Waterfront Wonderland
House
Cape Coral, FL, USA
6.7k from Flamingo Bay center

Luxury, Accommodations, Pools, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings

8 Bedrooms16 Guests
New to Booking
$1587
Average price / night
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Boaters/fishing paradise. Friendly people all over
Boaters/fishing paradise. Friendly people all over
House
Saint James City, FL, 33956, United States
0.5k from Flamingo Bay center

AC, Dryer, Heater, Internet, Laundry, No Smoking, Washer

3 Bedrooms6 Guests
New to Booking
$246
Average price / night
Check Availability
VILLA FOURTASTIC VIEW - 4 BEDS - 4,5 BATHS - 8 GUESTS - GULF ACCESS & POOL/SPA - BOAT
VILLA FOURTASTIC VIEW - 4 BEDS - 4,5 BATHS - 8 GUESTS - GULF ACCESS & POOL/SPA - BOAT
Villa
Cape Coral, FL, USA
6.8k from Flamingo Bay center

Accommodations, Pools, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings, Jacuzzis

4 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$350
Average price / night
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Red Fish Pass - Cozy 2-bedroom 1.5 bath on shared launch on Charming Pine Island
Red Fish Pass - Cozy 2-bedroom 1.5 bath on shared launch on Charming Pine Island
House
Saint James City, FL, 33956, United States
0.7k from Flamingo Bay center

AC, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Microwave, No Smoking

2 Bedrooms5 Guests
10.0

Exceptional

2 reviews

$138
Average price / night
Check Availability
Fish, Swim, Boat, Kayak, Snorkel, Bike, Hike,  Dolphin Watch and Island Hopping.
Fish, Swim, Boat, Kayak, Snorkel, Bike, Hike, Dolphin Watch and Island Hopping.
House
St James City, FL, 33956, United States
1.0k from Flamingo Bay center

AC, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms5 Guests
9.2

Superb

46 reviews

$246
Average price / night
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Charming 3-bedroom upstairs unit in a house with a shared pool in pine island
Charming 3-bedroom upstairs unit in a house with a shared pool in pine island
House
Saint James City, FL, 33956, United States
1.1k from Flamingo Bay center

AC, Dryer, Heater, Internet, Laundry, No Smoking, Washer

3 Bedrooms7 Guests
8.0

Good

1 reviews

$314
Average price / night
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Beautiful 3bedroom second floor with full kitchen, a pool in pine island
Beautiful 3bedroom second floor with full kitchen, a pool in pine island
House
Saint James City, FL, 33956, United States
1.2k from Flamingo Bay center

AC, Dryer, Heater, Internet, Laundry, Living Area, Microwave, No Smoking, Pool

3 Bedrooms8 Guests
New to Booking
$393
Average price / night
Check Availability
Glamping Cabin with a shared pool in the middle of best that nature has to offer
Glamping Cabin with a shared pool in the middle of best that nature has to offer
Cabin
Saint James City, FL, 33956, United States
1.2k from Flamingo Bay center

AC, Dryer, Heater, Laundry, No Smoking, Washer

1 Bedroom3 Guests
9.0

Fabulous

2 reviews

$224
Average price / night
Check Availability
Spacious 2-bedroom upstairs unit in a house surrounded by nature in Pine island
Spacious 2-bedroom upstairs unit in a house surrounded by nature in Pine island
House
Saint James City, FL, 33956, United States
1.3k from Flamingo Bay center

AC, Dryer, Free Parking, Internet, Laundry, Living Area, Microwave, No Smoking, Outdoor Space

2 Bedrooms6 Guests
New to Booking
$323
Average price / night
Check Availability

Pro Tip:
OwnerDirectVacationRental aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Vacation Rentals in Flamingo Bay.

Flamingo Bay Vacation Rentals on the Map

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Frequently Asked Questions

There are a lot of options in Flamingo Bay. If you plan on staying in the Flamingo Bay area, consider making a reservation for a few nights at one of these properties as these have been rated the top Vacation Rentals in Flamingo Bay

You can explore 1601 verified vacation rentals in Flamingo Bay. Our listings are sourced from a range of trusted providers, giving you access to a wide selection of private homes, apartments, and unique stays—all in one place.

Vacation rental prices in Flamingo Bay vary depending on the season, property size, and location. Rates typically start from around $124 per night, with higher prices for larger homes or peak travel periods. Comparing available options can help you find a stay that matches both your budget and travel plans.

Most vacation rentals in Flamingo Bay include fully equipped kitchens, making it easy to prepare meals and enjoy a more flexible stay. This is especially useful for families, longer stays, or travelers who prefer a home-like experience.

Yes, many vacation rentals in Flamingo Bay welcome pets. Currently, 44 listings allow pets, although specific policies may vary by property. You can filter for pet-friendly options to quickly find suitable accommodations.

For popular travel periods such as holidays or peak seasons, it's recommended to book your vacation rental 60 to 90 days in advance to secure the best options. During quieter times, you may still find good availability closer to your travel dates.

Vacation rentals in Flamingo Bay often include amenities such as Fireplace/Heating, Pet Friendly, and Internet. These features provide added comfort and convenience, making them a popular choice for travelers seeking more space and privacy.

You can use filters to narrow down your search by criteria such as number of bedrooms, guest ratings, or specific amenities like private pools or beachfront access. This makes it easier to find a property that fits your exact needs and preferences.