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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

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

1 bedroom·1 bath
Tampa • Florida

$ 555,67 USD totaal voor 3 nachten

18–21 okt 2026

Tampa Bay Double Queen w/Pool & Beach Access image 1
Tampa Bay Double Queen w/Pool & Beach Access image 2
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Tampa Bay Double Queen w/Pool & Beach Access

1 bedroom·1 bath
Tampa • Florida

$ 603,34 USD totaal voor 3 nachten

18–21 okt 2026

Freshly harvested coconuts await your arrival for every person in your booking. (No additional charge). So plan to grab a coconut, set up your beach chair and put your feet in the white sands of Anna Maria Island. Cheers to a relaxing getaway!
Cozy but comfortable living room area.
Main bedroom with queen bed with calm blue accents and comfortable bedding.
2nd bedroom with a twin bed over full bunkbed. Closet space for storage.
Back patio sitting area with comfortable plush sectional sofa and arm chairs facing park and small mangrove preserve.

Coconuts included!+Family Friendly!+Close to Beach

2 bedrooms·2 baths
Holmes Beach • Florida
5(1 review)

$ 2.030,19 USD totaal voor 7 nachten

22–29 okt 2026

Comfortable sleeper sofa for guests while immersed in the tranquil ocean vibe!
Wonderful open space living area to relax and watch your favorite game or a good movie!
Have a picnic right on the water with the breathtaking view!
Enjoy your morning coffee and breakfast at the open concept dining area.
The bay beach in the community is a day of fun and sun!

Bahia Beach Calm Ruskin Retreat

2 bedrooms·1½ baths
Ruskin • Florida

$ 637,75 USD totaal voor 3 nachten

14–17 okt 2026

Comfortable sleeper sofa for guests while immersed in the tranquil ocean vibe!
Wonderful open space living area to relax and watch your favorite game or a good movie!
Enjoy your favorite movie or watch your favorite team on this nice smart TV and relax!
Enjoy your morning coffee and breakfast at the open concept dining area.
Breathtaking views off the living area!

Bahia Beach Calm Ruskin Retreat

2 bedrooms·1½ baths
Ruskin • Florida

$ 597,58 USD totaal voor 3 nachten

18–21 okt 2026

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

$ 1.161,44 USD totaal voor 3 nachten

14–17 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

14–17 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

$ 3.553,76 USD totaal voor 3 nachten

14–17 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

$ 3.390,00 USD totaal voor 15 nachten

16–31 okt 2026

The open floor plan features an 8-foot island, connecting the gourmet kitchen, living, and dining areas. Surrounded by palm and oak trees, large windows offer views of nature w french doors leading to the outdoor deck and fully enclosed backyard
Bright dining area with seating for 8, surrounded by large windows and French doors overlooking the property’s tropical greenery. Perfect for family dinners, morning coffee, or gathering after a day in Tampa Bay.
Modern Luxury | Fenced | Pet Friendly
The living area with seating for eight, has views of the private garden set amongst oak trees, palm trees, birds of paradise making it the perfect place to relax and unwind or connect with friends and family. The sofa features a pull out queen bed.
Guest Room Featuring a Queen bed, smart TV & dedicated workspace

Modern Luxury | Fenced | Pet Friendly

3 bedrooms·2½ baths
Tampa • Florida
5(1 review)

$ 962,59 USD totaal voor 3 nachten

29 nov – 2 dec 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)

$ 2.719,84 USD totaal voor 3 nachten

14–17 okt 2026

Pompano Palms
Pompano Palms
Pompano Palms
Pompano Palms
Pompano Palms

Pompano Palms

3 bedrooms·3½ baths
Palmetto • Florida
$71/ nacht(excl. kosten & belastingen)
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!
Unwind after a day of exploring in the spacious family room with plush sectional seating.
Spacious waterfront bedroom featuring a king bed and beautiful lake views.
Ultimate game room with air hockey, arcade games, lounge seating, and bunk beds.
Open-concept kitchen with island seating and plenty of prep space for your group.

Imperial Oasis

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

$ 2.691,60 USD $ 2.579,04 USD totaal voor 6 nachten

25–31 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)
Welcome to Emperor Rentals!
Explore the beauty and comfort of our bedroom, where you can truly unwind and relax.
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.
Gorgeous entertainment area with Pool table. Have fun with family and friends while playing competitive games.
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)

$ 1.481,33 USD totaal voor 3 nachten

17–20 okt 2026

Gulf Drive Living
Gulf Drive Living
Gulf Drive Living
Gulf Drive Living
Gulf Drive Living

Gulf Drive Living

2 bedrooms·1 bath
Holmes Beach • Florida

$ 3.150,00 USD totaal voor 7 nachten

14–21 okt 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!
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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

14–20 okt 2026

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

$ 2.686,19 USD totaal voor 3 nachten

14–17 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)

$ 3.424,96 USD totaal voor 5 nachten

14–19 okt 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)

$ 846,93 USD $ 787,49 USD totaal voor 3 nachten

14–17 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

$ 6.050,29 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)

$ 1.165,32 USD totaal voor 3 nachten

13–16 nov 2026