Winter Vacation Rentals & Cabin Rentals in Tampa Bay, FL

Compare 16,438 available beachfront holiday vacation home properties, starts from $26

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ACCOMMODATION TYPES

Monthly & Short Term Winter Vacation Rentals in Tampa Bay, FL: Top Deals

ANCHOR COTTAGE UNIT 2
ANCHOR COTTAGE UNIT 2
ANCHOR COTTAGE UNIT 2
ANCHOR COTTAGE UNIT 2
ANCHOR COTTAGE UNIT 2
ANCHOR COTTAGE UNIT 2
ANCHOR COTTAGE UNIT 2
4.8 (3 reviews)
ANCHOR COTTAGE UNIT 2
Cottage
$250 /night
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Bay Watch 1A Condo
Bay Watch 1A Condo
Bay Watch 1A Condo
Bay Watch 1A Condo
Bay Watch 1A Condo
Bay Watch 1A Condo
Bay Watch 1A Condo
4.6 (3 reviews)
Bay Watch 1A Condo
Condo
$144 /night
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Beach Palms 2A
Beach Palms 2A
Beach Palms 2A
Beach Palms 2A
Beach Palms 2A
Beach Palms 2A
Beach Palms 2A
4.8 (4 reviews)
Beach Palms 2A
Hotel
$131 /night
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Casa Del Sol - A 103
Casa Del Sol - A 103
Casa Del Sol - A 103
Casa Del Sol - A 103
Casa Del Sol - A 103
Casa Del Sol - A 103
Casa Del Sol - A 103
4.2 (3 reviews)
Casa Del Sol - A 103
Hotel
$132 /night
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Beach Bungalow - East 2205
Beach Bungalow - East 2205
Beach Bungalow - East 2205
Beach Bungalow - East 2205
Beach Bungalow - East 2205
Beach Bungalow - East 2205
Beach Bungalow - East 2205
Beach Bungalow - East 2205
Beach Bungalow - East 2205
5.0 (3 reviews)
Beach Bungalow - East 2205
Bungalow
$119 /night
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Anna Maria Beach Resort Rm 113
Anna Maria Beach Resort Rm 113
Anna Maria Beach Resort Rm 113
Anna Maria Beach Resort Rm 113
Anna Maria Beach Resort Rm 113
Anna Maria Beach Resort Rm 113
Anna Maria Beach Resort Rm 113
4.7 (3 reviews)
Anna Maria Beach Resort Rm 113
Resort
$244 /night
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Anna Maria Island Inn
Anna Maria Island Inn
Anna Maria Island Inn
Anna Maria Island Inn
Anna Maria Island Inn
Anna Maria Island Inn
4.2 (148 reviews)
Anna Maria Island Inn
Hotel
$156 /night
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A Pirate's Cove
A Pirate's Cove
A Pirate's Cove
A Pirate's Cove
A Pirate's Cove
A Pirate's Cove
A Pirate's Cove
4.0 (4 reviews)
A Pirate's Cove
Hotel
$141 /night
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An Island Getaway at Palm Tree Villas
An Island Getaway at Palm Tree Villas
An Island Getaway at Palm Tree Villas
An Island Getaway at Palm Tree Villas
An Island Getaway at Palm Tree Villas
An Island Getaway at Palm Tree Villas
An Island Getaway at Palm Tree Villas
4.5 (86 reviews)
An Island Getaway at Palm Tree Villas
Hotel
$125 /night
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Similar Inspirational Vacation Rental Destinations

Which Price Range Is Most Typical in Tampa Bay, FL Area?
Vacation Condo & House Rental Price Information in Tampa Bay, FL
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The graph shows the percentages of vacation homes in each price bucket. Tampa Bay has the largest percentage (31.63%) of homes in $100 - $150 price range.
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What activities, communities, and places of interest can snowbirds enjoy in Tampa Bay, FL?
Tampa Bay, FL: Recommended Places for Snowbirds
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Tampa Bay, FL is an ideal destination for snowbirds looking to escape the cold winter months. Located on Florida's west coast along the Gulf of Mexico, Tampa Bay offers a great balance of outdoor activities, cultural attractions, and plenty of warm sunshine. With its proximity to major cities such as St. Petersburg and Clearwater, Tampa Bay boasts a variety of beaches, parks, shopping centers, and restaurants that make it a great place for snowbirds to explore. In addition, the area also has numerous healthcare facilities, making it convenient for seniors to access medical care during their stay.

  • Busch Gardens Tampa Bay

    Busch Gardens Tampa Bay is a 335-acre African-themed animal theme park located near downtown Tampa. This family-friendly attraction offers thrilling rides, live shows, and interactive experiences with exotic animals. It is a perfect activity for snowbirds looking for some adventure without having to travel too far from home.

  • The Pier

    The Pier is a historic landmark located at the end of Second Avenue North in St. Petersburg. Visitors can take a stroll down the pier or enjoy breathtaking views of the bay, while snowbirds can relax and sip a cup of coffee at the nearby cafes and restaurants. The Pier hosts many events throughout the year, ranging from food festivals to art exhibits, making it a great spot to spend a day exploring.

  • Honeymoon Island State Park

    Honeymoon Island State Park is a beautiful barrier island located off the coast of Dunedin. This serene location offers miles of white sandy beaches and lush natural habitat, making it a great spot for snowbirds to relax and soak up the sun. The park also features a nature center, kayak rentals, and a ferry service to Caladesi Island.

How Many Accommodations Are Pets Allowed in Tampa Bay, FL?
Percentage of Pet Friendly Rental Properties in Tampa Bay, FL
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18.65% of vacation homes in Tampa Bay are pet friendly. If you have pet allergies, make sure to check the home property and see whether it is a pet-friendly vacation home or not.
What Are The Must-Visit Places in Tampa Bay, FL?
Destinations To Visit During the Winter in Tampa Bay, FL
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How Many Airports in Tampa Bay, FL?
Top Airports in Tampa Bay, FL
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