Location

Dates

Guests

Vacation rentals in Treasure Island, Florida, United States

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)

$854.55 USD total for 3 nights

Sep 23 – 26, 2026

Elegant dinning room overlooking Lanai into the pool deck.

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 total for 3 nights

Sep 23 – 26, 2026

Pompano Palms

3 bedrooms·3½ baths

Palmetto • Florida

$71/ night(excl. fees & taxes)

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

4 bedrooms·3 baths

Tampa • Florida

5(28 reviews)

$2,874.68 USD $2,752.21 USD total for 6 nights

Oct 25 – 31, 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!

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)

$2,074.78 USD $1,993.75 USD total for 6 nights

Oct 17 – 23, 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 total for 7 nights

Sep 23 – 30, 2026

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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

3 bedrooms·2 baths

Tampa • Florida

4.79(180 reviews)

$128 – $159/ night(excl. fees & taxes)

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.

Htd Pool, TikiHut, Pickleball, Golf, 7 mi to AMI

5 bedrooms·3 baths

Bradenton • Florida

$385 – $2,742/ night(excl. fees & taxes)

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 total for 5 nights

Sep 23 – 28, 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)

$4,063.30 USD total for 4 nights

Dec 26 – 30, 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

$450 – $1,727/ night(excl. fees & taxes)

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)

$1,203.56 USD total for 3 nights

Nov 13 – 16, 2026

Relax after a day of taking in the sight around Tampa Bay.

Modern living, dining gathering space.

Walk, roller blade, job or rent a bike with city bike share program, all steps away.

Fully stocked Keurig machine and open kitchen greet you each morning.

The place where everyone ends up gathering!

Bayshore • South Tampa Luxury: Private Bath

2 bedrooms·1 bath

Tampa • Florida

4.93(43 reviews)

$54,982.00 USD total for 120 nights

Sep 23, 2026 – Jan 21, 2027

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)

$1,015.87 USD total for 3 nights

Oct 16 – 19, 2026

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Tampa Event Compound, Hot Tub Bar

Tampa Event Compound, Hot Tub Bar

10 bedrooms·10 baths

Tampa • Florida

5(48 reviews)

$21,590.00 USD $18,426.50 USD total for 7 nights

Sep 23 – 30, 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

$8,470.56 USD total for 3 nights

Sep 23 – 26, 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)

$978.37 USD total for 5 nights

Sep 25 – 30, 2026

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The Corner Cottage

2 bedrooms·1 bath

Palm Harbor • Florida

4.94(18 reviews)

$165/ night(excl. fees & taxes)

Welcome to Emperor Rentals!

Make wonderful memories with loved ones during this amazing trip in this lovely property. If you have any questions, feel free to send us a message!

Never worry about where to store foods you've prepared for the entire trip. This beautiful property has a huge modern refrigerator to store foods and beverages. If you think this property suits your needs, send us a message now!

Incredible bedroom with queen size bed, drawers, and smart TV. Feel comfortable during your stay while making wonderful memories with family and friends. Don't hesitate to send us an inquiry about the property now!

Have fun and make memories with friends and family while relaxing in the outdoor lounge area. Perfect backyard to enjoy with family and friends while grilling some steak and barbeque. Feeling the vibe? Send us an inquiry now!

Bayshore Haven

4 bedrooms·2½ baths

Tampa • Florida

$1,521.59 USD total for 3 nights

Oct 20 – 23, 2026

Dive into your own private paradise! Welcome to your "Happy Place" with a private fully-fenced backyard, surrounded by mature palm trees and a spacious HEATED SALTWATER POOL, plus tons of color changing lights!

Covered patio with fire pit, dining area & BBQ—perfect evenings

The sunlit Family Room with sparkling swimming pool views, an expansive L-shaped couch, oversized ottoman, children's books, games, and Smart TV for endless entertainment options, make it the perfect hub for relaxation and family fun!

Screened pool oasis with loungers, travertine deck & sunset views

Stainless LG appliances
Quartz countertops
Child & baby-friendly amenities
Fully Stocked

Heated Pool+5mile to AMI & IMG+Kid Friendly

4 bedrooms·2 baths

Bradenton • Florida

5(114 reviews)

$1,289.44 USD total for 4 nights

Sep 23 – 27, 2026

PALM HARBOR| Heated Pool| Games| Office

Step into the spacious dining room that exudes the elegance of a magazine cover.

The adults enjoy a relaxed conversation, occasionally glancing over at the children, full of energy and enthusiasm, are happily engaged in their playful activities in the pool.

A dining table, capable of accommodating up to 10 guests, takes center stage, beckoning family reunions and memorable gatherings with friends.

PALM HARBOR| Heated Pool| Games| Office

PALM HARBOR| Heated Pool| Games| Office

4 bedrooms·2 baths

Palm Harbor • Florida

5(38 reviews)

$1,312.00 USD total for 3 nights

Sep 23 – 26, 2026

Bayshore efficiency Living with Endless Bay Views

Bayshore efficiency Living with Endless Bay Views

Bayshore efficiency Living with Endless Bay Views

Bayshore efficiency Living with Endless Bay Views

Bayshore efficiency Living with Endless Bay Views

Bayshore efficiency Living with Endless Bay Views

0 bedrooms·1 bath

Tampa • Florida

$3,858.90 USD total for 30 nights

Sep 23 – Oct 23, 2026

Dans Florida Condos Ocean Pearl at Runaway Bay

Dans Florida Condos Ocean Pearl at Runaway Bay

Dans Florida Condos Ocean Pearl at Runaway Bay

Dans Florida Condos Ocean Pearl at Runaway Bay

Dans Florida Condos Ocean Pearl at Runaway Bay

Dans Florida Condos Ocean Pearl at Runaway Bay

2 bedrooms·2 baths

Bradenton Beach • Florida

$2,334.52 USD total for 7 nights

Sep 23 – 30, 2026