Margaritaville Pool Home
LR with two queen sleeper sofas with memory foam mattresses
LR with two queen sleeper sofas
LR and Dining area
LR and Ding area

Margaritaville Pool Home

3 bedrooms·2 baths
Clearwater • Florida
4.85(65 reviews)

$ 1.555,96 USD totaal voor 3 nachten

2–5 okt 2026

Bring your bike or enjoy the Complimentary bikes available. Actual model may varies. Pinellas trail is about 0.3 miles away, perfect for biking and walking.
Adorable Bungalow near beach, DT. Pet & Bike. image 2
Adorable Bungalow near beach, DT. Pet & Bike. image 3
Fully equipped kitchen.
Adorable Bungalow near beach, DT. Pet & Bike. image 5

Adorable Private Bungalow

2 bedrooms·1 bath
Clearwater • Florida
4.81(264 reviews)

$ 443,49 USD totaal voor 3 nachten

10–13 okt 2026

Sweet Craftsman home, free bikes, near beach & DT image 1
Sweet Craftsman home, free bikes, near beach & DT image 2
Sweet Craftsman home, free bikes, near beach & DT image 3
Sweet Craftsman home, free bikes, near beach & DT image 4
Sweet Craftsman home, free bikes, near beach & DT image 5

Adorable Private Craftsman

2 bedrooms·1 bath
Clearwater • Florida
4.86(267 reviews)

$ 502,00 USD $ 482,65 USD totaal voor 3 nachten

24–27 sep 2026

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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)
$2.500 – $3.000/ nacht(excl. kosten & belastingen)
#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
$1.683 – $5.500/ nacht(excl. kosten & belastingen)
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)

$ 2.094,16 USD totaal voor 3 nachten

24–27 sep 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
$207 – $297/ nacht(excl. kosten & belastingen)
"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
$370 – $1.256/ nacht(excl. kosten & belastingen)
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 totaal voor 3 nachten

28 sep – 1 okt 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)
$1.300 – $1.495/ nacht(excl. kosten & belastingen)
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 totaal voor 30 nachten

24 sep – 24 okt 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 totaal voor 3 nachten

24–27 sep 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
Imperial Oasis
Imperial Oasis
Imperial Oasis

Imperial Oasis

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

$ 2.874,68 USD $ 2.752,21 USD totaal voor 6 nachten

25–31 okt 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

$ 1.092,72 USD totaal voor 3 nachten

24–27 sep 2026

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

$ 1.143,79 USD totaal voor 3 nachten

5–8 okt 2026

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

$ 4.288,16 USD totaal voor 3 nachten

24–27 sep 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 totaal voor 30 nachten

24 sep – 24 okt 2026

Pool
Living Room
Patio
Grill
Exterior

Hudson retreat, 3 Bedroom Pool Home!

3 bedrooms·2 baths
Hudson • Florida
Welcome to Emperor Rentals!
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!
Share great stories with family and friends while having amazing meals in this lovely dining area! This is the best time to catch up! Inquire now!
Please note that boat docking is not allowed at this property. The dock is currently not accessible and is not available for guest use.
Who wouldn't love this beautiful living area with comfortable L-shaped couch? Have the best time with family and friends here! Book this property now!

Hudson Harbor Hideaway

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

$ 682,93 USD $ 613,54 USD totaal voor 3 nachten

24–27 sep 2026

Your Tampa Bay Vacation Entertainment Home image 1
Entertainment Awaits 3-Bedrooms, 2-Full Bath, Washer & Dryer, 8Ft Pool, Poker, & PingPong Table, Dart-broad, Grill, 900Sq. Ft. Lanai, with Privacy Fence. Smart TV in Every-room. Just Bring Your Clothes & Food!
Your Tampa Bay Vacation Entertainment Home image 3
Your Tampa Bay Vacation Entertainment Home image 4
Your Tampa Bay Vacation Entertainment Home image 5

Your Tampa Bay Vacation Entertainment Home

3 bedrooms·2 baths
Tampa • Florida
4.79(180 reviews)

$ 784,00 USD totaal voor 6 nachten

27 sep – 3 okt 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)
$595 – $625/ nacht(excl. kosten & belastingen)
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 totaal voor 3 nachten

18–21 okt 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.
Spacious living room with comfortable modern couch where you and your family and friends can bond and relax.
Explore the beauty and comfort of our bedroom, where you can truly unwind and relax.
Great entertainment area with Pool table. Have fun and enjoy with family and friends while playing games. Tell us what you think about the property.

The Luxe Oasis

4 bedrooms·3 baths
Tampa • Florida
5(44 reviews)

$ 2.068,83 USD $ 1.988,08 USD totaal voor 6 nachten

17–23 okt 2026