Entrance to Sunray
patio outside private to Sunray
The SunRay Tiny House
XLTwin bed with nested twin below
XLTwin bed with nested twin below

The SunRay Tiny House

1 bedroom·1 bath
St. Petersburg • Florida
4(6 reviews)

$287.44 USD total for 3 nights

Oct 7 – 10, 2026

Front of house.
Wind Swept Pass a Grille- Beach is across the street.
Wind Swept Pass a Grille- Beach is across the street.
Beautiful day at the beach
Wind Swept Pass a Grille- Beach is across the street.

Wind Swept Pass a Grille- Beach is across the street.

2 bedrooms·2 baths
St. Pete Beach • Florida
4.99(71 reviews)

$3,653.65 USD total for 7 nights

Oct 9 – 16, 2026

Pass a Grille Historic Cottage- Beach is across the street.
Beach. Steps from the cottage
Cozy Kitchen. Small but lots of space to cook
Pass a Grille Historic Cottage- Beach is across the street.
Pass a Grille Historic Cottage- Beach is across the street.

Pass a Grille Historic Cottage- Beach is across the street.

1 bedroom·1 bath
St. Pete Beach • Florida
4.85(27 reviews)

$7,401.06 USD total for 28 nights

Mar 31 – Apr 28, 2027

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The Downtown Dali House City of St. Petersburg

3 bedrooms·2 baths
St. Petersburg • Florida
4.86(7 reviews)

$1,190.00 USD total for 3 nights

Sep 29 – Oct 2, 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 29 – Oct 2, 2026

Pvt Pool, Free Kayaks, Steps to Gulf, Fish, Bike Trail +
Pvt Pool, Free Kayaks, Steps to Gulf, Fish, Bike Trail +
Pvt Pool, Free Kayaks, Steps to Gulf, Fish, Bike Trail +
Pvt Pool, Free Kayaks, Steps to Gulf, Fish, Bike Trail +
Pvt Pool, Free Kayaks, Steps to Gulf, Fish, Bike Trail +

Pvt Pool, Free Kayaks, Steps to Gulf, Fish, Bike Trail +

1 bedroom·1 bath
Dunedin • Florida
5(93 reviews)

$498.90 USD total for 3 nights

Sep 29 – Oct 2, 2026

Chris and Sarah’s Palm Harbor, FL Beach Getaway!
Chris and Sarah’s Palm Harbor, FL Beach Getaway!
Chris and Sarah’s Palm Harbor, FL Beach Getaway!
Chris and Sarah’s Palm Harbor, FL Beach Getaway!
Chris and Sarah’s Palm Harbor, FL Beach Getaway!

Chris and Sarah’s Palm Harbor, FL Beach Getaway!

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

$1,857.84 USD total for 6 nights

Sep 29 – Oct 5, 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 total for 7 nights

Sep 29 – Oct 6, 2026

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
Imperial Oasis
Imperial Oasis
Imperial Oasis

Imperial Oasis

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

$2,868.71 USD $2,746.56 USD total for 6 nights

Oct 25 – 31, 2026

Main living space features an open floor plan with smart TV, comfortable seating and a fully equipped kitchen.
Spacious master bedroom with king bed and desk for remote work or getting ready for the day.
Shell path leads to the fire pit amid lush, tropical landscaping.
Hot tub with 8 hydrotherapy jets will soothe sore muscles & melt away stress. Ideal for 3-4 people.
The Florida room is a second living space, separate from the main living area.

Charming Coastal Home Near Top Beaches

3 bedrooms·2 baths
Palm Harbor • Florida
5(32 reviews)

$1,972.50 USD total for 3 nights

Feb 21 – 24, 2027

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)
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

3 bedrooms·2 baths
Tampa • Florida
4.79(180 reviews)

$784.00 USD total for 6 nights

Sep 29 – Oct 5, 2026

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)

$2,342.93 USD $2,248.48 USD total for 6 nights

Oct 17 – 23, 2026

Tampa Getaway Heated Pool House | Beaches/Airport
Tampa Getaway Heated Pool House | Beaches/Airport
Tampa Getaway Heated Pool House | Beaches/Airport
Tampa Getaway Heated Pool House | Beaches/Airport
Tampa Getaway Heated Pool House | Beaches/Airport

Tampa Getaway Heated Pool House | Beaches/Airport

4 bedrooms·2 baths
Tampa • Florida
4.88(57 reviews)

$755.00 USD total for 3 nights

Sep 29 – Oct 2, 2026

Inviting family area with large tv.
Calming entry
Large Family Home, Near Beaches w/ Heated Pool
Spacious kitchen featuring two dishwasher, with open layout to formal dining area, breakfast nook and family area.
Spacious kitchen featuring two dishwasher, with open layout to formal dining area, breakfast nook and family area.

Large Family Home, Near Beaches w/ Heated Pool

5 bedrooms·3 baths
Tarpon Springs • Florida

$3,093.15 USD total for 5 nights

Sep 29 – Oct 4, 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)

$789.07 USD total for 3 nights

Sep 29 – Oct 2, 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)

$657.17 USD total for 3 nights

Sep 30 – Oct 3, 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)

$4,689.50 USD $4,350.50 USD total for 3 nights

Sep 29 – Oct 2, 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 29, 2026 – Jan 27, 2027

Luxury Waterfront Villa w/ Pool, Jacuzzi
Luxury Waterfront Villa w/ Pool, Jacuzzi
Luxury Waterfront Villa w/ Pool, Jacuzzi
Luxury Waterfront Villa w/ Pool, Jacuzzi
Luxury Waterfront Villa w/ Pool, Jacuzzi

Luxury Waterfront Villa w/ Pool, Jacuzzi

6 bedrooms·4 baths
Walton County • Florida
4.93(14 reviews)

$4,350.00 USD total for 3 nights

Sep 29 – Oct 2, 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)

$14,727.05 USD total for 28 nights

Sep 29 – Oct 27, 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!
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.
Never worry about the comfort on your stay with us. This wonderful bedroom with queen size bed, single bunkbed, drawers for storage and a smart TV. If you like what you see so far, send us an inquiry right away!
Stunning front view of the house showcasing the front yard and parking area that is equipped with CCTV cameras to ensure your safety during your stay. If you are interested in this property, send us an inquiry now!

Emperor Castle

3 bedrooms·2 baths
Tampa • Florida
5(69 reviews)

$909.70 USD $807.21 USD total for 3 nights

Sep 29 – Oct 2, 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)

$2,148.96 USD total for 7 nights

Oct 22 – 29, 2026

Welcome to Emperor Rentals!
Enjoy your stay while swimming in this beautiful heated pool with family and friends! Send us a message if you have any questions!
This spacious area is perfect for friends and family to create wonderful memories together.
Never feel bored during your stay! This amazing property has competitive games in store for you! Bond playing ping-pong after swimming. You like what you see? Book with us now!

Sunny Haven House

4 bedrooms·2 baths
Tampa • Florida
5(15 reviews)

$863.46 USD $764.54 USD total for 3 nights

Sep 29 – Oct 2, 2026