1. What are the top vacation rentals in Tampa Bay?

There are a lot of options in Tampa Bay. If you plan on staying in the Tampa 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 Tampa Bay:

2. How many vacation rentals have private pools in Tampa Bay?

There are 0 vacation rentals with private pools near Tampa Bay. Top-rated homes that have access to a swimming pool include:

3. Which vacation homes in Tampa Bay are best for families?

If you are looking for a family-friendly vacation home in Tampa Bay, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Tampa Bay:

4. How many vacation rentals are available in Tampa Bay?

Currently, the total number of properties listed in 2025 is over 14 in the Tampa Bay area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Tampa Bay.

Big Pine Resort Cottages - Vacation Rentals in Tampa Bay

From US $125

10.0 (9 Reviews)

Cottage

Coastal Retreat & Biking Bliss

Air Conditioner
Parking
Pet Friendly

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From US $342

10.0 (1 Review)

Cottage

Mango Tree Cottage on a bike trail

Air Conditioner
Parking
TV

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From US $99

9.8 (19 Reviews)

Cottage

Bungalow, 1 Bedroom, dogs welcome

Air Conditioner
Parking
Pet Friendly

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From US $190

8.0 (19 Reviews)

Cottage

Clearwater Cottage - 2 BR/1 Bath

Air Conditioner
Parking
Pet Friendly

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Casita Verde, Secluded Cottage 2 houses from Pinellas Trail and 3 Blocks to Gulf

From US $153

10.0 (1 Review)

Cottage

Casita Verde, Secluded Cottage 2 houses from Pinellas Trail and 3 Blocks to Gulf

Air Conditioner
Parking
Pet Friendly

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Very private, backyard cottage near Downtown Dunedin. 15 mins from beaches

From US $69

New

Cottage

Very private, backyard cottage near Downtown Dunedin. 15 mins from beaches

Air Conditioner
Parking
Pet Friendly

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Charming Cottage Near Beach And Downtown Dunedin

From US $105

9.0 (14 Reviews)

Cottage

Charming Cottage Near Beach And Downtown Dunedin

Air Conditioner
Parking
Pet Friendly

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From US $124

10.0 (10 Reviews)

Cottage

Peaceful Clearwater Retreat by Lake

Air Conditioner
Parking
TV

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From US $89

9.4 (3 Reviews)

Cottage

Rustic Cottage Near Golf and Beach !

Air Conditioner
Pet Friendly
View

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Tiny Cottage nLocation, Location, Location.n

From US $194

8.8 (8 Reviews)

Cottage

Tiny Cottage nLocation, Location, Location.n

Air Conditioner
Parking
Pet Friendly

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☆Bayside Coastal Cottage☆ great location, beaches

From US $164

4.9 (7 Reviews)

Cottage

☆Bayside Coastal Cottage☆ great location, beaches

Air Conditioner
Pet Friendly
Balcony/Terrace

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Cozy Clearwater Studio ~ 5 Mi to Beach & Eats

From US $74

New

Cottage

Cozy Clearwater Studio ~ 5 Mi to Beach & Eats

Air Conditioner
Bedding/Linens
Child Friendly

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Cozy 2 Bedroom 12 Minutes from Clearwater Beach!

From US $129

New

Cottage

Cozy 2 Bedroom 12 Minutes from Clearwater Beach!

Child Friendly

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From US $80

New

Cottage

Bungalow, 1 bedroom, dogs welcome

Air Conditioner
Parking
Pet Friendly

View Availability

★ Pro Tip: Bigpineresortcottages makes it easy to compare the best listings on Bigpineresortcottages homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Bigpineresortcottages homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Tampa Bay.

Weather in Tampa Bay

View the weather forecast for Tampa Bay before booking your Tampa Bay Vacation Rentals to confirm your best time to go.

December - February

High 79°F Low 52°F

March - May

High 91°F Low 55°F

June - August

High 92°F Low 73°F

September - November

High 90°F Low 58°F

Top Attractions Around Tampa Bay, FL

Bigpineresortcottages offers a large selection of top attractions around Tampa Bay. Research things to do on your vacation before you visit Tampa Bay.