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Tampa Event Compound, Hot Tub Bar
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Tampa Event Compound, Hot Tub Bar

10 bedrooms·10 baths
Tampa • Florida
5(48 reviews)

$21,590.00 USD $18,426.50 USD total for 7 nights

Sep 7 – 14, 2026

#1 Largest Tampa Private Compound · 13BR Sleeps 40+ · Heated Pool/Spa
#1 Largest Tampa Private Compound · 13BR Sleeps 40+ · Heated Pool/Spa
#1 Largest Tampa Private Compound · 13BR Sleeps 40+ · Heated Pool/Spa
#1 Largest Tampa Private Compound · 13BR Sleeps 40+ · Heated Pool/Spa
#1 Largest Tampa Private Compound · 13BR Sleeps 40+ · Heated Pool/Spa

#1 Largest Tampa Private Compound · 13BR Sleeps 40+ · Heated Pool/Spa

13 bedrooms·7 baths
Tampa • Florida

$7,054.88 USD total for 3 nights

Sep 7 – 10, 2026

Kitchen
A little piece of Beach House Heaven!
Waterfront Beach House Steps Away from #1 Beach!
Master Bedroom Balcony!
2nd floor (main living space) with gourmet kitchen and waterfront balcony attached!

Waterfront Beach House Steps Away from #1 Beach!

3 bedrooms·2 baths
Pinellas County • Florida
5(60 reviews)

$2,104.33 USD total for 3 nights

Sep 7 – 10, 2026

Brightwater Unit #3
Brightwater Unit #3
Brightwater Unit #3
Brightwater Unit #3
Brightwater Unit #3

Brightwater Unit #3

3 bedrooms·3 baths
Clearwater • Florida

$2,483.76 USD total for 7 nights

Sep 7 – 14, 2026

"If your in Clearwater don't think twice this place it is great!! Jack and Shelly really out did them self. My new home every time we come. Don't miss out!" - Cortney
Waterfront Condo | Steps to Clearwater Beach 2King
" My favorite place to be was the large patio, soaking in the sights and sounds of the bay. I definitely would love to go back!" - Kristine
"The place was gorgeous and well worth the price." - Rob
"My family very much enjoyed our stay in Clearwater beach and waking up to the gorgeous views of Clearwater Bay. The unit was large and very clean with a lot of helpful items (many kitchen utensils and products, beach towels and chairs, games, etc). We were sad to leave!" - Sierra

Waterfront Condo | Steps to Clearwater Beach 2King

3 bedrooms·2 baths
Clearwater • Florida

$1,330.00 USD total for 3 nights

Sep 7 – 10, 2026

Tampa Getaway Heated Pool House | Beaches/Airport
Tampa Getaway Heated Pool House | Beaches/Airport
Tampa Getaway Heated Pool House | Beaches/Airport
Tampa Getaway Heated Pool House | Beaches/Airport
Tampa Getaway Heated Pool House | Beaches/Airport

Tampa Getaway Heated Pool House | Beaches/Airport

4 bedrooms·2 baths
Tampa • Florida
4.88(57 reviews)

$755.00 USD total for 3 nights

Sep 7 – 10, 2026

Luxury Waterfront Villa w/ Pool, Jacuzzi
Luxury Waterfront Villa w/ Pool, Jacuzzi
Luxury Waterfront Villa w/ Pool, Jacuzzi
Luxury Waterfront Villa w/ Pool, Jacuzzi
Luxury Waterfront Villa w/ Pool, Jacuzzi

Luxury Waterfront Villa w/ Pool, Jacuzzi

6 bedrooms·4 baths
Walton County • Florida
4.93(14 reviews)

$4,350.00 USD total for 3 nights

Sep 7 – 10, 2026

Front of Home
Front door to unit
Entrance Stairs
Kitchen
Closet in Kitchen area

The Blue House in Clearwater

2 bedrooms·1 bath
Clearwater • Florida

$3,559.50 USD total for 30 nights

Sep 7 – Oct 7, 2026

Elegant dinning room overlooking Lanai into the pool deck.
Putt Putt
Kayaks, putting green, heated pool, fire pit, enclosed lanai with extended seating underneath the gazebo.
Waterfront Access, Heated Pool, Mini Golf & Kayaks
Waterfront Access, Heated Pool, Mini Golf & Kayaks

Waterfront Access, Heated Pool, Mini Golf & Kayaks

5 bedrooms·3 baths
Tampa • Florida
4.77(43 reviews)

$2,774.92 USD total for 3 nights

Sep 12 – 15, 2026

Have an amazing experience with family and friends in this magnificent property! Make memories while enjoying the beautiful nature and having a dip in this immaculate pool. Inquire now!
Imperial Oasis
Have an amazing time playing competitive games after a dip in the pool. Kids and kids at heart will never feel bored when you stay in this stunning property. Book now!
Nothing beats homecooked meals shared together! Enjoy meals with family in this elegant dining table that seats 8 people. Book your stay now!
This impeccable room is great for kids who loves sleepovers or for small families who has small kids. If you love what you see, send us a message now!

Imperial Oasis

4 bedrooms·3 baths
Tampa • Florida
5(28 reviews)

$3,250.07 USD $3,108.85 USD total for 6 nights

Sep 20 – 26, 2026

Relax poolside with sun loungers and an umbrella for the perfect balance of sun and shade.
Unwind under the stars by the propane fire pit with comfy Adirondack seating.
Easy arrivals with wide parking space right at the front
Relax in the living room with a smart TV, ceiling fan, and comfy seating.
Backyard fun awaits—heated pool, fire pit, and giant games for everyone.

Heated Pool Retreat with Fire Pit, Outdoor Dining & Games

3 bedrooms·2 baths
Clearwater • Florida
$165 – $1,049/ night(excl. fees & taxes)
Welcome to your home away from home!
This large pool and spacious patio will make it hard to decide if you want to go to the beach or stay in.
Renovated inside and out!
Double sinks, soaker tub and walk in shower!
This brand new kitchen is stocked with everything you need for your meals in!

Twin Oaks Retreat

5 bedrooms·3 baths
Clearwater • Florida

$1,107.36 USD $1,026.01 USD total for 3 nights

Sep 7 – 10, 2026

Free cancellation
Southern Plantation Oasis
Southern Plantation Oasis
Southern Plantation Oasis
Southern Plantation Oasis
Southern Plantation Oasis

Southern Plantation Oasis

6 bedrooms·3 baths
Greater Northdale • Florida

$3,935.36 USD total for 3 nights

Sep 7 – 10, 2026

Gulf Breeze Getaway - Sand Key image 1
Gulf Breeze Getaway - Sand Key image 2
Gulf Breeze Getaway - Sand Key image 3
Gulf Breeze Getaway - Sand Key image 4
Gulf Breeze Getaway - Sand Key image 5

Gulf Breeze Getaway - Sand Key

2 bedrooms·2 baths
Clearwater • Florida

$5,650.00 USD total for 30 nights

Sep 7 – Oct 7, 2026

Calming water view
Quick access to Old Tampa Bay
Stairway to the front door
Screened patio with seating & smart tv
Screened patio with seating & smart tv

Canal Front, Kayak, Paddle Board, Hot Tub, Convenient Location

2 bedrooms·1 bath
Tampa • Florida

$580.31 USD total for 3 nights

Sep 8 – 11, 2026

Pool
Living Room
Patio
Grill
Exterior

Hudson retreat, 3 Bedroom Pool Home!

3 bedrooms·2 baths
Hudson • Florida
Welcome to Emperor Rentals!
Our beautiful living area has a smart TV and a comfortable and modern L-shaped couch. Never miss an episode of your favorite series while on vacation while relaxing. Send us a message now!
This open concept of our beautiful dining area and modern fully equipped kitchen is perfect for you and your group. Cherish this time with family and friends while on vacation.
We have a beautiful seating area where you can hang out while others are swimming! Have a great time sharing stories with family and friends over a cup of coffee or tea! Send us an inquiry now!
Aerial view of the neighborhood and the beautiful spots in the area surrounding the property. Who wouldn't love that? Have questions? Send us a message now!

Hudson Harbor Hideaway

3 bedrooms·2 baths
Hudson • Florida
5(13 reviews)

$788.76 USD total for 3 nights

Sep 9 – 12, 2026

Welcome to Flamingo Bay, your peaceful Floridian escape in the heart of Tampa Bay.
The sparkling pool is the centerpiece of this tropical oasis.
The open floor plan leaves plenty of space for the whole family to spread out and relax.
This is where family and friends gather for a delicious meal. Ask about our local catering options!
Flamingo Bay offers the fastest WiFi available so you shouldn't have any problem doing Zoom calls or watching your favorite Netflix series.

Flamingo Bay

3 bedrooms·2 baths
Tampa • Florida
5(2 reviews)
Save Book Thanksgiving Now Special Won't Last Long
Save Book Thanksgiving Now Special Won't Last Long
Save Book Thanksgiving Now Special Won't Last Long
Save Book Thanksgiving Now Special Won't Last Long
Save Book Thanksgiving Now Special Won't Last Long

Save Book Thanksgiving Now Special Won't Last Long

4 bedrooms·3 baths
Clearwater • Florida
4.58(98 reviews)

$2,350.00 USD total for 3 nights

Sep 7 – 10, 2026

Peaceful Pond Paradise
Peaceful Pond Paradise
Peaceful Pond Paradise
Peaceful Pond Paradise
Front seating area

Peaceful Pond Paradise

3 bedrooms·2 baths
Largo • Florida
5(10 reviews)

$582.00 USD total for 3 nights

Sep 7 – 10, 2026

Welcome to Emperor Rentals!
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.
Unwind and share quality moments with your loved ones in the cozy embrace of your home away from home.
Our breakfast table provides an extra seating option.
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)

$1,037.96 USD $921.17 USD total for 3 nights

Sep 7 – 10, 2026

Funshine Flamingo's Nest
Funshine Flamingo's Nest
Funshine Flamingo's Nest
Funshine Flamingo's Nest
Funshine Flamingo's Nest

Funshine Flamingo's Nest

1 bedroom·1 bath
Largo • Florida
$72 – $130/ night(excl. fees & taxes)
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

Sep 7 – 10, 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)

$1,696.00 USD total for 3 nights

Sep 7 – 10, 2026