Vacation Rentals in Bay Boulevard Beach, FL: Compare 10+ Sites & Save

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  4.  Florida
  5.  Bay Boulevard Beach

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3835 Best Vacation Rentals in Bay Boulevard Beach (Starting from $194)

Flamingo Bay home
Flamingo Bay home
House
Anna Maria, FL, USA
0.0k from Bay Boulevard Beach center

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

4 Bedrooms8 Guests
New to Booking
$833
Average price / night
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Spectacular Beachfront House with Pool
Spectacular Beachfront House with Pool
House
Anna Maria, FL, 34216, United States
0.0k from Bay Boulevard Beach center

AC, Balcony, Barbecue, Dryer, Elevator, Free Parking, Heater, Hot Tub, Internet

4 Bedrooms8 Guests
10.0

Exceptional

150 reviews

$1059
Average price / night
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Canal Front with Dock Property on Anna Maria
Canal Front with Dock Property on Anna Maria
House
Anna Maria, FL, USA
0.1k from Bay Boulevard Beach center

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

3 Bedrooms8 Guests
New to Booking
$627
Average price / night
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South Bay Beach House: Bay Front Luxury Beach Villa with Heated Pool
South Bay Beach House: Bay Front Luxury Beach Villa with Heated Pool
House
Anna Maria, FL, 34216, United States
0.0k from Bay Boulevard Beach center

AC, Barbecue, Dryer, Elevator, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms10 Guests
9.8

Exceptional

58 reviews

$2457
Average price / night
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Simpatico
Simpatico
House
Bay Boulevard Beach, Anna Maria, Florida, USA
0.1k from Bay Boulevard Beach center

Air Conditioner, Internet, Parking, Child Friendly

2 Bedrooms5 Guests
10.0

Exceptional

1 reviews

$234
Average price / night
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Flamingo Bay by Duncan Real Estate
Flamingo Bay by Duncan Real Estate
House
Anna Maria, FL, 34216, United States
0.0k from Bay Boulevard Beach center

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

4 Bedrooms8 Guests
8.8

Fabulous

3 reviews

$1000
Average price / night
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Seas The Day - 522 Bayview
Seas The Day - 522 Bayview
House
Bay Boulevard Beach, Anna Maria, Florida, USA
0.1k from Bay Boulevard Beach center

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

1 Bedroom6 Guests
9.0

Fabulous

1 reviews

$194
Average price / night
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Mimosa Bay: Waterfront Oasis w/ Heated Pool, Hot Tub & Bay Views
Mimosa Bay: Waterfront Oasis w/ Heated Pool, Hot Tub & Bay Views
House
Anna Maria, FL, 34216, United States
0.1k from Bay Boulevard Beach center

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

4 Bedrooms8 Guests
9.0

Fabulous

7 reviews

$1746
Average price / night
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Seaswept Mermaid - LUX Water Surrounded Canal Front Home wPvt Boat DockPoolSpaBikesKayaks
Seaswept Mermaid - LUX Water Surrounded Canal Front Home wPvt Boat DockPoolSpaBikesKayaks
House
Anna Maria, FL, USA
0.1k from Bay Boulevard Beach center

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

1 Bedroom8 Guests
New to Booking
$690
Average price / night
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The Salty Marlin A: Canal, Dock, North End by Anna Maria Life Vacation Rentals
The Salty Marlin A: Canal, Dock, North End by Anna Maria Life Vacation Rentals
House
Anna Maria, FL, 34216, United States
0.1k from Bay Boulevard Beach center

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

2 Bedrooms4 Guests
8.0

Good

3 reviews

$464
Average price / night
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Golf Cart included Luxurious Outdoor Living with Putting Green and Outdoor Kitchen
Golf Cart included Luxurious Outdoor Living with Putting Green and Outdoor Kitchen
House
Anna Maria, FL, USA
0.2k from Bay Boulevard Beach center

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

3 Bedrooms8 Guests
New to Booking
$1508
Average price / night
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The Salty Marlin B:Canal Front & Dock on North End by Anna Maria Life Vacation Rentals
The Salty Marlin B:Canal Front & Dock on North End by Anna Maria Life Vacation Rentals
House
Anna Maria, FL, 34216, United States
0.1k from Bay Boulevard Beach center

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

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$471
Average price / night
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Vintage with a View home
Vintage with a View home
House
Anna Maria, FL, USA
0.2k from Bay Boulevard Beach center

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

2 Bedrooms6 Guests
New to Booking
$389
Average price / night
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Island Oasis: Ground level canal front pool home
Island Oasis: Ground level canal front pool home
House
Anna Maria, FL, 34216, United States
0.1k from Bay Boulevard Beach center

AC, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Hot Tub, Internet, Kitchen

2 Bedrooms6 Guests
8.8

Fabulous

13 reviews

$755
Average price / night
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Waterfront Anna Maria Oasis
Waterfront Anna Maria Oasis
House
Anna Maria, FL, USA
0.2k from Bay Boulevard Beach center

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

3 Bedrooms8 Guests
New to Booking
$1042
Average price / night
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Sea La Vie AM: Bay front, pool, hot tub, rooftop deck, and water sports gear!
Sea La Vie AM: Bay front, pool, hot tub, rooftop deck, and water sports gear!
House
Anna Maria, FL, 34216, United States
0.1k from Bay Boulevard Beach center

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

3 Bedrooms8 Guests
9.8

Exceptional

14 reviews

$1347
Average price / night
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Mermaid Manor
Mermaid Manor
House
Anna Maria, FL, USA
0.2k from Bay Boulevard Beach center

Accommodations, Pools, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay, Beach rentals

4 Bedrooms8 Guests
10.0

Exceptional

2 reviews

$1508
Average price / night
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Golf Cart, Simpatico by SeaBreeze Vacation
Golf Cart, Simpatico by SeaBreeze Vacation
House
Anna Maria, FL, 34216, United States
0.1k from Bay Boulevard Beach center

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

3 Bedrooms6 Guests
9.6

Exceptional

26 reviews

$605
Average price / night
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All Decked Out 509 S Bay Blvd
All Decked Out 509 S Bay Blvd
House
Bay Boulevard Beach, Anna Maria, Florida, USA
0.2k from Bay Boulevard Beach center

Internet, Parking, Pool, Child Friendly

1 Bedroom12 Guests
New to Booking
$1720
Average price / night
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AMI Lucky: North End! Pool! by Anna Maria Life Vacation Rentals
AMI Lucky: North End! Pool! by Anna Maria Life Vacation Rentals
House
Anna Maria, FL, 34216, United States
0.1k from Bay Boulevard Beach center

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

3 Bedrooms6 Guests
10.0

Exceptional

7 reviews

$1276
Average price / night
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Sea La Vie Beach House - Luxurious 4BR Home W Pool Spa Dock Canal Access on Anna Maria Island
Sea La Vie Beach House - Luxurious 4BR Home W Pool Spa Dock Canal Access on Anna Maria Island
House
Anna Maria, FL, USA
0.2k from Bay Boulevard Beach center

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

4 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$678
Average price / night
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Anna Maria Island of Palms - HotTub,Pool,Poker,Games and more
Anna Maria Island of Palms - HotTub,Pool,Poker,Games and more
House
ANNA MARIA, FL, 34216, United States
0.2k from Bay Boulevard Beach center

AC, Arcade, Balcony, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet

5 Bedrooms14 Guests
9.6

Exceptional

4 reviews

$1075
Average price / night
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160 ft canal front, 2 boat lifts, cool- pool, cool mister-system, putting green
160 ft canal front, 2 boat lifts, cool- pool, cool mister-system, putting green
House
Anna Maria, FL, 34216, United States
0.2k from Bay Boulevard Beach center

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

4 Bedrooms8 Guests
10.0

Exceptional

4 reviews

$980
Average price / night
Check Availability
Mintfish: Luxury canal-front w/heated pool, hot tub, docks, and water views
Mintfish: Luxury canal-front w/heated pool, hot tub, docks, and water views
House
Anna Maria, FL, 34216, United States
0.2k from Bay Boulevard Beach center

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

4 Bedrooms14 Guests
9.0

Fabulous

2 reviews

$1547
Average price / night
Check Availability
The Curated Palm – Luxury Canal Home w/ Pool, Spa & Dock + Walk to Pine Ave
The Curated Palm – Luxury Canal Home w/ Pool, Spa & Dock + Walk to Pine Ave
House
Anna Maria, FL, 34216, United States
0.2k from Bay Boulevard Beach center

AC, Balcony, Barbecue, Dryer, Elevator, Fitness Equipment, Free Parking, Heater, Hot Tub

4 Bedrooms10 Guests
10.0

Exceptional

1 reviews

$1644
Average price / night
Check Availability
Dolphins Delight: Full Tampa Bay Views
Dolphins Delight: Full Tampa Bay Views
House
Anna Maria, FL, 34216, United States
0.2k from Bay Boulevard Beach center

AC, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen, Living Area

4 Bedrooms8 Guests
New to Booking
$927
Average price / night
Check Availability
2-night availability 5/21 & 6/18 -Private Boat Dock & 30' Pool. Steps from Beach
2-night availability 5/21 & 6/18 -Private Boat Dock & 30' Pool. Steps from Beach
House
Anna Maria, FL, 34216, United States
0.2k from Bay Boulevard Beach center

AC, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Hot Tub, Internet, Kitchen

3 Bedrooms10 Guests
9.6

Exceptional

32 reviews

$841
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals 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 Bay Boulevard Beach.

Where to stay in Bay Boulevard Beach? Best neighborhoods & areas

Bay Boulevard Beach Vacation Rentals on the Map

Frequently Asked Questions

You can explore 3835 verified vacation rentals in Bay Boulevard Beach. 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 Bay Boulevard Beach vary depending on the season, property size, and location. Rates typically start from around $194 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 Bay Boulevard Beach 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 Bay Boulevard Beach welcome pets. Currently, 33 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 Bay Boulevard Beach often include amenities such as Fireplace/Heating, Wellness Facilities, and Pool. 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.