Location

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Vacation rentals in Tampa Bay

Tampa Bay Double Queen w/Pool & Beach Access image 1

Tampa Bay Double Queen w/Pool & Beach Access image 2

Tampa Bay Double Queen w/Pool & Beach Access image 3

Tampa Bay Double Queen w/Pool & Beach Access image 4

Tampa Bay Double Queen w/Pool & Beach Access image 5

Tampa Bay Double Queen w/Pool & Beach Access

1 bedroom·1 bath

Tampa • Florida

$591.99 USD total for 3 nights

Oct 19 – 22, 2026

Urban Oasis: 2BR Suite with Gym, Pool & Breakfast image 1

Urban Oasis: 2BR Suite with Gym, Pool & Breakfast image 2

Urban Oasis: 2BR Suite with Gym, Pool & Breakfast image 3

Urban Oasis: 2BR Suite with Gym, Pool & Breakfast image 4

Urban Oasis: 2BR Suite with Gym, Pool & Breakfast image 5

Urban Oasis: 2BR Suite with Gym, Pool & Breakfast

2 bedrooms·1 bath

Tampa • Florida

$943.19 USD total for 3 nights

Oct 19 – 22, 2026

Urban Oasis: Queen Suite with Gym, Pool & Breakfast image 1

Urban Oasis: Queen Suite with Gym, Pool & Breakfast image 2

Urban Oasis: Queen Suite with Gym, Pool & Breakfast image 3

Urban Oasis: Queen Suite with Gym, Pool & Breakfast image 4

Urban Oasis: Queen Suite with Gym, Pool & Breakfast image 5

Urban Oasis: Queen Suite with Gym, Pool & Breakfast

1 bedroom·1 bath

Tampa • Florida

$715.05 USD total for 3 nights

Oct 19 – 22, 2026

Mermaid Manor. Only 2 block to the BEACH!

Mermaid Manor - Waterfront | Dolphins & Sunsets

Mermaid Manor - Waterfront | Dolphins & Sunsets

Mermaid Manor - Waterfront | Dolphins & Sunsets

Mermaid Manor - Waterfront | Dolphins & Sunsets

Mermaid Manor - Waterfront | Dolphins & Sunsets

2 bedrooms·2 baths

Treasure Island • Florida

$699.78 USD total for 3 nights

Oct 19 – 22, 2026

Funshine Pointe Capri - Newly Renovated - Intercoastal Views

Funshine Pointe Capri - Newly Renovated - Intercoastal Views

Funshine Pointe Capri - Newly Renovated - Intercoastal Views

Funshine Pointe Capri - Newly Renovated - Intercoastal Views

Funshine Pointe Capri - Newly Renovated - Intercoastal Views

Funshine Pointe Capri - Newly Renovated - Intercoastal Views

1 bedroom·1 bath

Treasure Island • Florida

5(178 reviews)

$453.66 USD total for 3 nights

Oct 19 – 22, 2026

Urban Escape: Artificial Beach W/Volleyball Pit

Urban Escape: Artificial Beach W/Volleyball Pit

Urban Escape: Artificial Beach W/Volleyball Pit

Urban Escape: Artificial Beach W/Volleyball Pit

Urban Escape: Artificial Beach W/Volleyball Pit

Urban Escape: Artificial Beach W/Volleyball Pit

4 bedrooms·3 baths

Clearwater • Florida

4.78(9 reviews)

$400 – $450/ night(excl. fees & taxes)

10 Min to Beach-King bed, fenced yard, cozy charm image 1

10 Min to Beach-King bed, fenced yard, cozy charm image 2

Propane fire pit for quick and easy fire ambiance

10 Min to Beach-King bed, fenced yard, cozy charm image 4

10 Min to Beach-King bed, fenced yard, cozy charm image 5

10 Min to Beach-King bed, fenced yard, cozy charm

3 bedrooms·1 bath

Seminole • Florida

4.78(9 reviews)

$550.00 USD total for 3 nights

Oct 19 – 22, 2026

The Riverside Retreat (designer home w/ fire pit)

Fire Pit Seating

The Riverside Retreat (designer home w/ fire pit)

4 bedrooms·2 baths

Tampa • Florida

4.96(49 reviews)

$894.00 USD total for 3 nights

Nov 2 – 5, 2026

Channel-Side/Down Town Tampa /Ybor home

Channel-Side/Down Town Tampa /Ybor home

Channel-Side/Down Town Tampa /Ybor home

Channel-Side/Down Town Tampa /Ybor home

Channel-Side/Down Town Tampa /Ybor home

Channel-Side/Down Town Tampa /Ybor home

3 bedrooms·2 baths

Tampa • Florida

4.98(41 reviews)

$747.72 USD total for 3 nights

Oct 19 – 22, 2026

Kitchen and Dining Area

The Walters

3 bedrooms·2 baths

St. Petersburg • Florida

5(21 reviews)

$774.05 USD $737.61 USD total for 3 nights

Oct 19 – 22, 2026

Sleeps 24-Beachfront Entire Resort- Outdoor Pool 7BR

Sleeps 24-Beachfront Entire Resort- Outdoor Pool 7BR

Sleeps 24-Beachfront Entire Resort- Outdoor Pool 7BR

Sleeps 24-Beachfront Entire Resort- Outdoor Pool 7BR

Sleeps 24-Beachfront Entire Resort- Outdoor Pool 7BR

Sleeps 24-Beachfront Entire Resort- Outdoor Pool 7BR

7 bedrooms·7 baths

Madeira Beach • Florida

$4,477.06 USD total for 3 nights

Oct 19 – 22, 2026

Steps to Beach, Heated Pool, 2 Queen Beds, 2BA

Steps to Beach, Heated Pool, 2 Queen Beds, 2BA

Steps to Beach, Heated Pool, 2 Queen Beds, 2BA

Steps to Beach, Heated Pool, 2 Queen Beds, 2BA

Steps to Beach, Heated Pool, 2 Queen Beds, 2BA

Steps to Beach, Heated Pool, 2 Queen Beds, 2BA

2 bedrooms·2 baths

Madeira Beach • Florida

$1,539.06 USD total for 3 nights

Oct 19 – 22, 2026

King Bed, Steps to Madeira Beach, Heated Pool, Private

King Bed, Steps to Madeira Beach, Heated Pool, Private

King Bed, Steps to Madeira Beach, Heated Pool, Private

King Bed, Steps to Madeira Beach, Heated Pool, Private

King Bed, Steps to Madeira Beach, Heated Pool, Private

King Bed, Steps to Madeira Beach, Heated Pool, Private

1 bedroom·1 bath

Madeira Beach • Florida

$1,380.16 USD total for 3 nights

Oct 19 – 22, 2026

Madeira Beachside - Pool & Steps to the Sand

Madeira Beachside - Pool & Steps to the Sand

Madeira Beachside - Pool & Steps to the Sand

Madeira Beachside - Pool & Steps to the Sand

Madeira Beachside - Pool & Steps to the Sand

Madeira Beachside - Pool & Steps to the Sand

1 bedroom·1 bath

Madeira Beach • Florida

$1,253.04 USD total for 3 nights

Oct 19 – 22, 2026

King Bed, Step to Madeira Beach, Heated Pool, Private

King Bed, Step to Madeira Beach, Heated Pool, Private

King Bed, Step to Madeira Beach, Heated Pool, Private

King Bed, Step to Madeira Beach, Heated Pool, Private

King Bed, Step to Madeira Beach, Heated Pool, Private

King Bed, Step to Madeira Beach, Heated Pool, Private

1 bedroom·1 bath

Madeira Beach • Florida

$1,298.44 USD total for 3 nights

Oct 19 – 22, 2026

King Bed-Step to Madeira Beach-Heated Pool-Private

King Bed-Step to Madeira Beach-Heated Pool-Private

King Bed-Step to Madeira Beach-Heated Pool-Private

King Bed-Step to Madeira Beach-Heated Pool-Private

King Bed-Step to Madeira Beach-Heated Pool-Private

King Bed-Step to Madeira Beach-Heated Pool-Private

1 bedroom·1 bath

Madeira Beach • Florida

$1,298.44 USD total for 3 nights

Oct 19 – 22, 2026

Welcome to 👑 Emperor Rentals ❤️ - The Gold Standard in Tampa Bay Vacation Rentals!

Cozy living and dining area with smart TV and ping pong table you can enjoy with family and friends. Send us an inquiry now!

Lovely bedroom that has king size bed, single bunkbed, drawers and a smart TV. Perfect for family with kids or an inseparable group of friends. Id you think this property suits your needs, send us an inquiry as soon as possible!

Ample lighting fixtures, strategically placed throughout the area, ensure optimal visibility for gaming and socializing, even during intense matches that stretch into the evening hours.

As you step into this enticing recreational area beside the living area, the pool table convertible to a ping pong table takes center stage, inviting you to embrace the thrill of gaming.

Emperor Castle

3 bedrooms·2 baths

Tampa • Florida

5(69 reviews)

$832.66 USD total for 3 nights

Oct 25 – 28, 2026

Tampa Waterfront 3BR Heated Pool &Dock Dander-Free

Tampa Waterfront 3BR Heated Pool &Dock Dander-Free

Tampa Waterfront 3BR Heated Pool &Dock Dander-Free

Tampa Waterfront 3BR Heated Pool &Dock Dander-Free

Tampa Waterfront 3BR Heated Pool &Dock Dander-Free

Tampa Waterfront 3BR Heated Pool &Dock Dander-Free

3 bedrooms·3 baths

Tampa • Florida

$952.00 USD total for 3 nights

Oct 19 – 22, 2026

Dive into vacation mode with a sunny pool and playful float.

Gather around the waterfront fire-pit seating area.

Tiki-style backyard bar with TV, ambient lighting, and private patio seating

Make game night a highlight of your stay with the foosball table.

Let the day unwind with a soak in the bubbling hot tub.

2 Homes - 4 MN to Madiera BCH - Hottub - HTD Pool

7 bedrooms·6 baths

St. Petersburg • Florida

$2,475.00 USD total for 3 nights

Oct 19 – 22, 2026

Tampa Heights Prohibition Era Bungalow image 1

Tampa Heights Prohibition Era Bungalow image 2

Tampa Heights Prohibition Era Bungalow image 3

Tampa Heights Prohibition Era Bungalow image 4

Tampa Heights Prohibition Era Bungalow image 5

Tampa Heights Prohibition Era Bungalow

3 bedrooms·2 baths

Tampa • Florida

5(19 reviews)

$871.00 USD total for 3 nights

Oct 29 – Nov 1, 2026

Beachside Blue Retreat | Walk to Beach | Long-Term

Beachside Blue Retreat | Walk to Beach | Long-Term

Beachside Blue Retreat | Walk to Beach | Long-Term

Beachside Blue Retreat | Walk to Beach | Long-Term

Beachside Blue Retreat | Walk to Beach | Long-Term

Beachside Blue Retreat | Walk to Beach | Long-Term

1 bedroom·1 bath

Madeira Beach • Florida

$567.00 USD total for 3 nights

Oct 19 – 22, 2026

Welcome to Emperor Rentals!

Explore the beauty and comfort of our bedroom, where you can truly unwind and relax.

A fully fenced backyard with an amazing heated salt pool where you, family and friends can have fun and bond. Lounge chairs where you could relax.

Gorgeous entertainment area with Pool table. Have fun with family and friends while playing competitive games.

Welcome to an inviting house exterior design that effortlessly blends charm and modernity.

The Luxe Oasis

4 bedrooms·3 baths

Tampa • Florida

5(44 reviews)

$2,529.82 USD $2,426.72 USD total for 6 nights

Nov 30 – Dec 6, 2026

Blue Tide Retreat | Walk to Beach | Sleeps 4

Blue Tide Retreat | Walk to Beach | Sleeps 4

Blue Tide Retreat | Walk to Beach | Sleeps 4

Blue Tide Retreat | Walk to Beach | Sleeps 4

Blue Tide Retreat | Walk to Beach | Sleeps 4

Blue Tide Retreat | Walk to Beach | Sleeps 4

1 bedroom·1 bath

Madeira Beach • Florida

$567.00 USD total for 3 nights

Oct 19 – 22, 2026

Florida Beachside Home

Florida Beachside Home

Florida Beachside Home

Florida Beachside Home

Florida Beachside Home

Florida Beachside Home

2 bedrooms·2 baths

Walton County • Florida

5(12 reviews)

$739.50 USD total for 3 nights

Oct 19 – 22, 2026