Start your morning with coffee on your private balcony overlooking the peaceful harbor.
Bright, comfortable living room with beautiful harbor views and plenty of space to relax.
KING + TWIN bedroom with a dedicated workspace—flexible sleeping for families plus room to work.
Private KING bedroom with TV, ceiling fan, charging stations and plenty of storage.
Heated waterfront pool and sundeck overlooking the harbor—perfect after a day at the beach.

Dock of the Bay, #204 Walk Everywhere • Harbor Views • 2 King Suites

2 bedrooms·2 baths
Clearwater • Florida
5(210 reviews)

$ 1.019,89 USD totaal voor 3 nachten

9–12 nov 2026

Welcome to Dock Holiday! Bright waterfront living with beautiful harbor views and Clearwater Beach just a 5-minute walk away.
Relax on your private balcony overlooking the harbor—perfect for morning coffee or an evening glass of wine.
Private KING bedroom with TV, ceiling fan, charging stations and plenty of storage.
Two QUEEN beds make this spacious second suite ideal for families, friends, or groups who want comfortable sleeping arrangements and plenty of room.
Enjoy the heated bayfront swimming pool and sundeck—perfect for swimming, lounging, and relaxing with beautiful harbor views.

Dock Holiday, #205 Walk to Beach! Pool + Free Parking + Beach Gear

2 bedrooms·2 baths
Clearwater • Florida
5(198 reviews)

$ 1.105,64 USD totaal voor 3 nachten

29 nov – 2 dec 2026

Dockside Duo = TWO complete side-by-side waterfront condos—perfect for families and friends traveling together.
Beautiful harbor views from your private balconies—start the morning with coffee by the water.
Condo #1 – Dock of the Bay: Spacious waterfront living room with sleeper sofa, Roku TV and Cable.
Condo #2 – Dock Holiday: Bright waterfront living room with sleeper sofa, Roku TV and Cable.
Condo #1 – Dock of the Bay: Comfortable KING bedroom with TV, ceiling fan, charging stations and ample storage.

Dockside Duo, #204 & #205 Side-by-Side Waterfront Condos | Walk to Beach

4 bedrooms·4 baths
Clearwater • Florida
5(7 reviews)

$ 2.812,07 USD totaal voor 4 nachten

7–11 dec 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 totaal voor 3 nachten

15–18 nov 2026

Harborview Grande #405
Harborview Grande #405
Harborview Grande #405
Harborview Grande #405
Harborview Grande #405

Harborview Grande #405

3 bedrooms·2 baths
Clearwater • Florida
5(71 reviews)

$ 2.145,95 USD totaal voor 4 nachten

9–13 nov 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

9 nov – 9 dec 2026

Main living room with HDTV and Firetv for streaming.
Quiet Townhome Near USF w/ Pool and Lake
Quiet Townhome Near USF w/ Pool and Lake
Quiet Townhome Near USF w/ Pool and Lake
Kitchen and dining area with stocked cooking pots, pans, and utensils.

Quiet Townhome Near USF w/ Pool and Lake

3 bedrooms·1 bath
Lutz • Florida
4.94(65 reviews)

$ 1.224,20 USD totaal voor 5 nachten

16–21 nov 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

$ 945,06 USD totaal voor 3 nachten

9–12 nov 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

$ 1.107,36 USD $ 1.026,01 USD totaal voor 3 nachten

9–12 nov 2026

Tampa Bay 1BR Suite with Pool & Beach Access image 1
Tampa Bay 1BR Suite with Pool & Beach Access image 2
Tampa Bay 1BR Suite with Pool & Beach Access image 3
Tampa Bay 1BR Suite with Pool & Beach Access image 4
Tampa Bay 1BR Suite with Pool & Beach Access image 5

Tampa Bay 1BR Suite with Pool & Beach Access

1 bedroom·1 bath
Tampa • Florida

$ 551,13 USD totaal voor 3 nachten

9–12 nov 2026

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 totaal voor 3 nachten

9–12 nov 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

9 nov – 9 dec 2026

Newly renovated and decorated with modern leather sectional, contemporary entertainment center console with 65" TV.
Modern Family Condo near Busch Gardens, USF, Pool
Modern Family Condo near Busch Gardens, USF, Pool
King Size Zen Platform bed with Soft Memory Foam Mattress.
Modern Family Condo near Busch Gardens, USF, Pool

Modern Family Condo near Busch Gardens, USF, Pool

2 bedrooms·2 baths
Temple Terrace • Florida
5(5 reviews)

$ 745,10 USD totaal voor 4 nachten

9–13 nov 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)

$ 2.350,00 USD totaal voor 3 nachten

9–12 nov 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

21–24 nov 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

$ 918,00 USD totaal voor 5 nachten

20–25 mrt 2027

Stylish retreat with heated pool, hot tub, game room, and bright modern interiors
Seen on HGTV | Heated Pool, Hot Tub• 5 Min Beach
Seen on HGTV | Heated Pool, Hot Tub• 5 Min Beach
Seen on HGTV | Heated Pool, Hot Tub• 5 Min Beach
Seen on HGTV | Heated Pool, Hot Tub• 5 Min Beach

Seen on HGTV | Heated Pool, Hot Tub• 5 Min Beach

3 bedrooms·2 baths
Largo • Florida
5(17 reviews)

$ 1.094,15 USD totaal voor 3 nachten

30 nov – 3 dec 2026

The heated saltwater pool gets lovely sun and features plenty of sun loungers and cabanas.
Tampa Tropical-Heated Saltwater Pool-10 Min to TPA
The well equipped kitchen has stainless steel appliances and is outfitted with everything you need to cook a good meal at home.
Maybe boxing is your style? Knock yourself out.
The large, 2-story gym is a favorite. No need to abandon your fitness routine during your stay!

Tampa Tropical-Heated Saltwater Pool-10 Min to TPA

1 bedroom·1 bath
Tampa • Florida
5(11 reviews)

$ 843,31 USD totaal voor 3 nachten

9–12 nov 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

19–22 dec 2026

Dschungel-Themenhaus von Busch Gardens
Dschungel-Themenhaus von Busch Gardens
Dschungel-Themenhaus von Busch Gardens
Dschungel-Themenhaus von Busch Gardens
Dschungel-Themenhaus von Busch Gardens

Dschungel-Themenhaus von Busch Gardens

3 bedrooms·2 baths
Tampa • Florida
Tampa Chalet Cabin near Busch Gardens Moffitt USF image 1
Tampa Chalet Cabin near Busch Gardens Moffitt USF image 2
Tampa Chalet Cabin near Busch Gardens Moffitt USF image 3
Tampa Chalet Cabin near Busch Gardens Moffitt USF image 4
Tampa Chalet Cabin near Busch Gardens Moffitt USF image 5

Tampa Chalet Cabin near Busch Gardens Moffitt USF

1 bedroom·1 bath
Tampa • Florida
5(7 reviews)

$ 658,55 USD totaal voor 3 nachten

9–12 nov 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)

$ 956,00 USD totaal voor 3 nachten

3–6 dec 2026

Salon
Salon
The Riverside Retreat (designer home w/ fire pit)
Fire Pit Seating
Outdoor Dining

The Riverside Retreat (designer home w/ fire pit)

4 bedrooms·2 baths
Tampa • Florida
4.96(49 reviews)

$ 966,00 USD totaal voor 3 nachten

15–18 nov 2026

South Tampa Retreat | Pool, King Bed & Jacuzzi Tub
South Tampa Retreat | Pool, King Bed & Jacuzzi Tub
South Tampa Retreat | Pool, King Bed & Jacuzzi Tub

South Tampa Retreat | Pool, King Bed & Jacuzzi Tub

2 bedrooms·1 bath
Tampa • Florida

$ 1.186,47 USD totaal voor 7 nachten

9–16 nov 2026