Stunning Gulf Views, Elevator to All Floors, Mini Golf, Heated Pool/Spa
Fun in the sun starts here - Hosted by RentAnnaMaria
Sunset Views from Shore to Please! - Hosted by RentAnnaMaria
Shore to Please - Hosted by RentAnnaMaria
Amazing Views! Main Living Space (3rd Floor) - Elevator to All Floors - Hosted by RentAnna Maria

Shore to Please

5 bedrooms·4½ baths
Anna Maria • Florida
5(13 reviews)

$ 3.059,78 USD totaal voor 4 nachten

8–12 nov 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)

$ 562,00 USD totaal voor 3 nachten

3–6 nov 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)
Poolside meets game time
From the heated pool and hot tub to the game courts, fire pit, and outdoor lounging areas—our backyard is designed for the ultimate getaway experience.
Soak in the hot tub before or after a refreshing dip in the pool—perfect for relaxing mornings, sunset wind-downs, or starlit evenings.
The ultimate bunk room & play space! Featuring 6 queen-size bunk beds, this fun-filled room is perfect for kids, teens, and groups to sleep, play, and make unforgettable memories together.
Enjoy our spacious mini golf course—perfect for friendly competition, family fun, and laid-back afternoons right at the property.

7mi to AMI w/ Pickleball+Golf | Htd Pool+Tiki Hut

5 bedrooms·3 baths
Bradenton • Florida

$ 2.280,98 USD totaal voor 3 nachten

27–30 okt 2026

32” TV with streaming device Comfortable couch.
Kitchen, diningroom, livingroom area
Gulf Coast Paradise Hideaway
Queen bed, night stand with usb plug, and lamp. 32”TV with streaming device sits on top of Armoire with plenty of storage. Bedroom does have closet with hangers.
Gulf Coast Paradise Hideaway

Gulf Coast Paradise Hideaway

1 bedroom·1 bath
Palmetto • Florida

$ 989,85 USD $ 911,32 USD totaal voor 7 nachten

27 okt – 3 nov 2026

Living room
Master Bedroom
Jacuzzi/ Pool #1
Gym
Guest Bedroom

Vibrant 2BR/2BA w/ King Bed | Pool, Gym #11

2 bedrooms·2 baths
Tampa • Florida
5(10 reviews)

$ 764,44 USD $ 713,25 USD totaal voor 3 nachten

27–30 okt 2026

Living room
Master Bedroom
Jacuzzi/ Pool #1
Gym
Guest Bedroom

Modern 2BR | Pool, Gym + Pet-Friendly #12

2 bedrooms·2 baths
Tampa • Florida
5(2 reviews)

$ 767,83 USD $ 716,30 USD totaal voor 3 nachten

27–30 okt 2026

Gorgeous Beach Home with heated pool
Gorgeous Beach Home with heated pool
Gorgeous Beach Home with heated pool
Gorgeous Beach Home with heated pool
Gorgeous Beach Home with heated pool

Gorgeous Beach Home with heated pool

3 bedrooms·3 baths
Holmes Beach • Florida
5(9 reviews)

$ 1.936,58 USD totaal voor 4 nachten

27–31 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

$ 1.330,00 USD totaal voor 3 nachten

27–30 okt 2026

Gulf Coast Home w/Private Pool Near AMI & Beaches
Gulf Coast Home w/Private Pool Near AMI & Beaches
Gulf Coast Home w/Private Pool Near AMI & Beaches
Gulf Coast Home w/Private Pool Near AMI & Beaches
Gulf Coast Home w/Private Pool Near AMI & Beaches

Gulf Coast Home w/Private Pool Near AMI & Beaches

4 bedrooms·3 baths
Bradenton • Florida
5(22 reviews)

$ 3.390,24 USD totaal voor 5 nachten

27 okt – 1 nov 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)

$ 21.590,00 USD $ 18.426,50 USD totaal voor 7 nachten

27 okt – 3 nov 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

$ 9.147,04 USD totaal voor 3 nachten

27–30 okt 2026

Relax and unwind in the covered seating area next to the pool, with comfortable outdoor furniture and a dining table
The incredible outdoor space truly sets this home apart.The new saltwater pool with a spa and sunshelf were completed in spring 2023.
Guests love that the living room flows directly out to the pool and lanai!
The kitchen includes a backsplash made of real shells, floating driftwood shelves made by a local artist, granite countertops, and all the appliances and accessories you will need.
The primary bedroom has a king bed, armoire and dresser for clothing storage, and direct access to the swimming pool.

Palma Janoli

3 bedrooms·2 baths
Bradenton • Florida
5(110 reviews)

$ 2.560,79 USD totaal voor 3 nachten

26–29 dec 2026

Palma Rosa and Palma Janoli
The incredible outdoor space truly sets this home apart.The new saltwater pool with a spa and sunshelf were completed in spring 2023.
Palma Rosa's outdoor space includes a covered outdoor seating/dining area with an outdoor TV
Easily walk between the two houses.
Relax and unwind in the covered seating area next to the pool, with comfortable outdoor furniture and a dining table

Palma Rosa and Palma Janoli

6 bedrooms·4 baths
Bradenton • Florida

$ 6.177,73 USD totaal voor 3 nachten

26–29 dec 2026

Guests love the outdoor space of this home, which includes a heated pool, covered seating area with a Roku TV, outdoor dining space and mural. Everything is screened so bugs and tropical wildl
The home has a large heated pool, with new paver deck and new pool cage!
The garage of the home has foosball, darts, and a pingpong table. There are beach chairs, toys, and umbrellas available for guests to use.
Enjoy a movie night after a day at the beach! The living room has a large cozy sectional, tv, and fireplace.
The primary bedroom flows right out to the pool!

Palma Rosa

3 bedrooms·2 baths
Bradenton • Florida
5(41 reviews)

$ 1.101,60 USD totaal voor 3 nachten

13–16 nov 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)

$ 814,25 USD $ 733,23 USD totaal voor 3 nachten

27–30 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

27–30 okt 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

27–30 okt 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)

$ 726,42 USD totaal voor 3 nachten

27–30 okt 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)

$ 877,00 USD totaal voor 3 nachten

29 okt – 1 nov 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)

$ 847,50 USD totaal voor 3 nachten

27–30 okt 2026

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)

$ 666,70 USD totaal voor 3 nachten

27–30 okt 2026

Coastal Palm Hideaway
Coastal Palm Hideaway
Coastal Palm Hideaway
Coastal Palm Hideaway
Coastal Palm Hideaway

Coastal Palm Hideaway

4 bedrooms·2 baths
Bradenton • Florida
4.92(62 reviews)

$ 511,89 USD totaal voor 3 nachten

1–4 nov 2026

the Seaside 21 image 1
the Seaside 21 image 2
the Seaside 21 image 3
the Seaside 21 image 4
the Seaside 21 image 5

the Seaside 21

2 bedrooms·2 baths
Holmes Beach • Florida
4.77(22 reviews)

$ 2.150,00 USD totaal voor 7 nachten

13–20 nov 2026