BlueJay's Nest: private retreat w/ yard and patio image 1
BlueJay's Nest: private retreat w/ yard and patio image 2
Queen bed
BlueJay's Nest: private retreat w/ yard and patio image 4
Full bath with light-up mirror and extra supplies.

BlueJay's Nest: private retreat w/ yard and patio

2 bedrooms·1 bath
Clearwater • Florida
5(67 reviews)

$ 711,90 USD totaal voor 3 nachten

24–27 okt 2026

BlueJay's Nest: Game Room, King Bed, Walk to Water image 2
BlueJay's Nest: Game Room, King Bed, Walk to Water image 1
BlueJay's Nest: Game Room, King Bed, Walk to Water image 3
BlueJay's Nest: Game Room, King Bed, Walk to Water image 4
BlueJay's Nest: Game Room, King Bed, Walk to Water image 5

BlueJay's Nest: Game Room, King Bed, Walk to Water

2 bedrooms·1 bath
Clearwater • Florida
5(30 reviews)

$ 892,70 USD totaal voor 3 nachten

24–27 okt 2026

Oasis Paradise unit
Oasis Paradise unit
Oasis Paradise unit
Oasis Paradise unit
Oasis Paradise unit

Oasis Paradise unit

1 bedroom·1 bath
Clearwater • Florida

$ 447,00 USD totaal voor 3 nachten

24–27 okt 2026

Bright open dining space with seating for 6 and stylish modern lighting
Bayshore Beautiful Home | 4BR + Gym + Studio
Covered patio with comfy seating and a private, lush fenced yard
Bayshore Beautiful Home | 4BR + Gym + Studio
Bright open living area with dining space, bar seating, and large TV

Bayshore Beautiful Home | 4BR + Gym + Studio

5 bedrooms·3 baths
Tampa • Florida

$ 6.480,00 USD totaal voor 30 nachten

30 nov – 30 dec 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)
$109 – $179/ nacht(excl. kosten & belastingen)
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)

$ 532,00 USD totaal voor 3 nachten

25–28 okt 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

$ 1.186,13 USD $ 1.096,90 USD totaal voor 3 nachten

25–28 okt 2026

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)

$ 1.937,90 USD $ 1.620,60 USD totaal voor 4 nachten

24–28 okt 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)

$ 1.804,00 USD totaal voor 3 nachten

24–27 okt 2026

Your private pool, heated year-round to 80°F and ready for fall swims. Sun loungers and an umbrella line the deck, and the fully fenced backyard keeps the fun contained.
Red Adirondack chairs circle the fire pit under café lights. Fall evenings in Clearwater were made for slow talks and s'mores.
The whole backyard in one frame: heated pool, lounge chairs and cornhole on the lawn. Kids play, grown-ups relax, all inside a fenced yard.
Open-concept living made for your whole crew: a colorful mural, big sectional and dining table in one bright space, so nobody is stuck in another room while dinner comes together.
King primary suite with green and gold accents, a smart TV and ceiling fan. Your own retreat at the end of the day.

Heated pool, fire pit, games · dog friendly

3 bedrooms·2 baths
Clearwater • Florida

$ 1.168,27 USD totaal voor 3 nachten

25–28 okt 2026

#1 Rated Mansion • Heated Pool/Spa • Theater • Gym • Game Room
#1 Rated Mansion • Heated Pool/Spa • Theater • Gym • Game Room
#1 Rated Mansion • Heated Pool/Spa • Theater • Gym • Game Room
#1 Rated Mansion • Heated Pool/Spa • Theater • Gym • Game Room
#1 Rated Mansion • Heated Pool/Spa • Theater • Gym • Game Room

#1 Rated Mansion • Heated Pool/Spa • Theater • Gym • Game Room

6 bedrooms·4 baths
Tampa • Florida

$ 3.566,08 USD totaal voor 3 nachten

24–27 okt 2026

Tampa 6BR Heated Pool HotTub,Theater,GameRoom,Gym
Tampa 6BR Heated Pool HotTub,Theater,GameRoom,Gym
Tampa 6BR Heated Pool HotTub,Theater,GameRoom,Gym
Tampa 6BR Heated Pool HotTub,Theater,GameRoom,Gym
Tampa 6BR Heated Pool HotTub,Theater,GameRoom,Gym

Tampa 6BR Heated Pool HotTub,Theater,GameRoom,Gym

6 bedrooms·3½ baths
Tampa • Florida
5(55 reviews)

$ 5.989,00 USD $ 5.546,04 USD totaal voor 3 nachten

24–27 okt 2026

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)

$ 2.380,00 USD totaal voor 3 nachten

24–27 okt 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 totaal voor 30 nachten

24 okt – 23 nov 2026

Tampa Paradise Getaway
Do you love a good swim? Our gorgeous pool is heated and is great any season! We maintain 85℉ temperature for you to enjoy swimming regardless of the weather. If you like this property, send us an inquiry now!
Aside from our living area, we have this amazing play area where you could enjoy playing competitive games. Our beautiful pool and ping-pong table is available for you whenever you want to play. Send us an inquiry now!
Worried about not getting the sleep and relaxation you deserve during your vacation? This gorgeous bedroom will surely make you feel at home and give you the greatest sleep while you're away from the comfort of your home. Send us an inquiry now!
Perfect bedroom for a group of friends or small family with comfortable queen sized bed, single bunkbed, drawers for storage, and a smart TV. If you think this property suits your needs, send us an inquiry now!

Tampa Paradise Getaway

4 bedrooms·2 baths
Seffner • Florida
5(83 reviews)

$ 1.055,07 USD totaal voor 3 nachten

31 okt – 3 nov 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)

$ 2.094,16 USD totaal voor 3 nachten

24–27 okt 2026

Sleeps 25 • Heated Pool • Indoor/Outdoor Games• Theater
Sleeps 25 • Heated Pool • Indoor/Outdoor Games• Theater
Sleeps 25 • Heated Pool • Indoor/Outdoor Games• Theater
Sleeps 25 • Heated Pool • Indoor/Outdoor Games• Theater
Sleeps 25 • Heated Pool • Indoor/Outdoor Games• Theater

Sleeps 25 • Heated Pool • Indoor/Outdoor Games• Theater

7 bedrooms·4 baths
Tampa • Florida

$ 3.493,28 USD totaal voor 3 nachten

24–27 okt 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

$ 1.406,00 USD totaal voor 3 nachten

24–27 okt 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 totaal voor 3 nachten

24–27 okt 2026

Welcome to Emperor Rentals!
Have an amazing barbecue party while swimming with family and friends!
Create amazing memories with family during this trip in this stunning house!
Love homecooked meals? Eat your favorite meals without going out in this beautiful dining table. Have questions about the property? Send us an inquiry now!
Comfortable bed to ensure you get the rest you deserve your entire stay

Serenity Stay Villa

4 bedrooms·2 baths
Largo • Florida
5(26 reviews)

$ 810,66 USD totaal voor 3 nachten

1–4 nov 2026

Welcome to your home away from home.
Keycode Door Lock for easy and private entry.
Entry to your spacious getaway.
Welcome to The Pelican where memories are ready to be made.
The Pelican on a Wide Canal w a Fun Spacious Home. image 5

The Pelican | Waterfront Hernando Beach Retreat

3 bedrooms·2 baths
Hernando Beach • Florida
5(14 reviews)

$ 1.318,85 USD totaal voor 3 nachten

24–27 okt 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

$ 765,90 USD totaal voor 4 nachten

31 jan – 4 feb 2027

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 okt – 23 nov 2026

Cozy Home Historic Zephyrhills image 1
Cozy Home Historic Zephyrhills image 2
Cozy Home Historic Zephyrhills image 3
Cozy Home Historic Zephyrhills image 4
Cozy Home Historic Zephyrhills image 5

Cozy Home Historic Zephyrhills

2 bedrooms·1 bath
Zephyrhills • Florida
5(103 reviews)

$ 352,00 USD totaal voor 3 nachten

27–30 okt 2026