Urban Oasis: Queen Suite with Gym, Pool & Breakfast image 1
Urban Oasis: Queen Suite with Gym, Pool & Breakfast image 2
Urban Oasis: Queen Suite with Gym, Pool & Breakfast image 3
Urban Oasis: Queen Suite with Gym, Pool & Breakfast image 4
Urban Oasis: Queen Suite with Gym, Pool & Breakfast image 5

Urban Oasis: Queen Suite with Gym, Pool & Breakfast

1 bedroom·1 bath
Tampa • Florida
$183 – $800/ night(excl. fees & taxes)
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)

$1,149.00 USD total for 3 nights

Sep 23 – 26, 2026

Community Pool & Courts
Condo 6 miles from breathtaking Anna Maria Island
Condo 6 miles from breathtaking Anna Maria Island
View from Lanai
Ground Floor Condo

Condo 6 miles from breathtaking Anna Maria Island

2 bedrooms·2 baths
Bradenton • Florida

$12,700.00 USD total for 182 nights

Sep 23, 2026 – Mar 24, 2027

Waterfront 2/1 Apt in heart of Palm Harbor/Ozona image 1
Waterfront 2/1 Apt in heart of Palm Harbor/Ozona image 2
Waterfront 2/1 Apt in heart of Palm Harbor/Ozona image 3
Waterfront 2/1 Apt in heart of Palm Harbor/Ozona image 4
Waterfront 2/1 Apt in heart of Palm Harbor/Ozona image 5

Waterfront 2/1 Apt in heart of Palm Harbor/Ozona

2 bedrooms·1 bath
Palm Harbor • Florida
4.85(62 reviews)
$200 – $250/ night(excl. fees & taxes)
Gulf Access
Gulf Access
Gulf Access
Gulf Access
Gulf Access

Gulf Access

4 bedrooms·4½ baths
Longboat Key • Florida

$60,500.00 USD total for 30 nights

Sep 23 – Oct 23, 2026

3 bed/2 bath Home W/ Gulf Water Access image 1
3 bed/2 bath Home W/ Gulf Water Access image 2
3 bed/2 bath Home W/ Gulf Water Access image 3
3 bed/2 bath Home W/ Gulf Water Access image 4
3 bed/2 bath Home W/ Gulf Water Access image 5

3 bed/2 bath Home W/ Gulf Water Access

3 bedrooms·2 baths
Palm Harbor • Florida
4.71(45 reviews)
$200 – $250/ night(excl. fees & taxes)
Coastal Cottage Near Beaches w/ Golf Cart Rental! image 1
Rent our Golf Cart, "Bolt" !
Coastal Cottage Near Beaches w/ Golf Cart Rental! image 3
Coastal Cottage Near Beaches w/ Golf Cart Rental! image 4
Master Suite

Coastal Cottage Near Beaches w/ Golf Cart Rental!

2 bedrooms·2 baths
Palm Harbor • Florida
4.99(71 reviews)
$201 – $750/ night(excl. fees & taxes)
Landscape lighting and firepit in the front of the house
View of the canal in the back of the house
Sunrise over the pool and covered outdoor seating.
Large pull out sectional facing the fireplace and flatscreen TV
Living room with pull out couch, flatscreen and dining table

Tropi-Casa

4 bedrooms·2 baths
Bradenton • Florida
$250/ night(excl. fees & taxes)
Sit back and enjoy this beautiful coastal home where u can relax and enjoy what Florida can offer.
Pool home minutes from the beach. image 2
Pool home minutes from the beach. image 12
Pool home minutes from the beach. image 14
Pool home minutes from the beach. image 4

Pool home minutes from the beach.

3 bedrooms·2 baths
Palm Harbor • Florida
5(33 reviews)
$200/ night(excl. fees & taxes)
Hubbel Hideaway
Hubbel Hideaway
Hubbel Hideaway
Hubbel Hideaway
Hubbel Hideaway

Hubbel Hideaway

4 bedrooms·3 baths
Bradenton • Florida

$1,502.00 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)

$510.00 USD total for 3 nights

Sep 28 – Oct 1, 2026

Sleeps 20 • Heated Pool • Hot Tub • Outdoor Kitchen/Theater
Sleeps 20 • Heated Pool • Hot Tub • Outdoor Kitchen/Theater
Sleeps 20 • Heated Pool • Hot Tub • Outdoor Kitchen/Theater
Sleeps 20 • Heated Pool • Hot Tub • Outdoor Kitchen/Theater
Sleeps 20 • Heated Pool • Hot Tub • Outdoor Kitchen/Theater

Sleeps 20 • Heated Pool • Hot Tub • Outdoor Kitchen/Theater

6 bedrooms·4 baths
Bradenton • Florida

$2,297.12 USD total for 3 nights

Sep 23 – 26, 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)
$120 – $773/ night(excl. fees & taxes)
Welcome to 👑 Emperor Rentals ❤️ - The Gold Standard in Tampa Bay Vacation Rentals!
Featuring our living room that exudes modern elegance and comfort, where every element has been thoughtfully curated to create a stylish and inviting space.
Step beyond the living area and discover an enticing recreational haven that promises endless hours of fun and friendly competition.
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!
Our immaculate, fully equipped kitchen that has everything you would need to channel the inner chef in you. You like what you see? Send us an inquiry as soon as possible!

Emperor Castle

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

$1,082.52 USD $945.46 USD total for 3 nights

Sep 23 – 26, 2026

Backyard Oasis: Dive into relaxation with a sparkling pool and spa, surrounded by lush greenery!
Exterior: Vibrant sunsets and lush greenery await you in this stunning Bradenton retreat!
Living room with leather sofa, chairs and coffee table
Fully equipped kitchen with stainless steel appliances including French Door refrigerator with water and ice maker in door, glass electric stove, oven, microwave, coffee maker, electric tea kettle, dishes, cooking and baking pans, pots
Wood dining table

Heated Pool, Spa, BBQ, Games, Fire Pit, Sleeps 10

3 bedrooms·2 baths
Bradenton • Florida
5(75 reviews)
$114 – $758/ night(excl. fees & taxes)
Waterfront in paradise!
Waterfront in paradise!
Waterfront in paradise!
Waterfront in paradise!
Waterfront in paradise!

Waterfront in paradise!

3 bedrooms·3 baths
Palm Harbor • Florida

$2,740.09 USD total for 14 nights

Sep 23 – Oct 7, 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)

$753.05 USD total for 3 nights

Sep 23 – 26, 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 23 – 29, 2026

Lovely Lakeview Golf Club Condo image 1
Lovely Lakeview Golf Club Condo image 2
Lovely Lakeview Golf Club Condo image 3
Lovely Lakeview Golf Club Condo image 4
Lovely Lakeview Golf Club Condo image 5

Lovely Lakeview Golf Club Condo

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

$2,587.70 USD total for 30 nights

Sep 23 – Oct 23, 2026

Just at the bottom of the stairs! The beach awaits...!
Welcome to Silver Sands, Unit 256 on Longboat Key!
We're right on the Gulf! No need to cross a busy street to get to the beach!
A bird's eye view!
Silver Sands Gulf Beach Resort -- iconic, well-known (and loved!), old Florida charm, located on Gulf of Mexico Dr., beach side, just 35 units!

Tropical Beach Condo!

1 bedroom·1 bath
Longboat Key • Florida
5(11 reviews)

$1,153.60 USD total for 3 nights

Oct 16 – 19, 2026

Casa Milly image 1
Casa Milly image 2
Casa Milly image 3
Casa Milly image 4
Casa Milly image 5

Casa Milly

2 bedrooms·1 bath
Bradenton • Florida
5(36 reviews)
$150/ night(excl. fees & taxes)
IMG Academy, Heated Pool, Huge Game Room & Golf! image 1
IMG Academy, Heated Pool, Huge Game Room & Golf! image 2
IMG Academy, Heated Pool, Huge Game Room & Golf! image 3
IMG Academy, Heated Pool, Huge Game Room & Golf! image 4
IMG Academy, Heated Pool, Huge Game Room & Golf! image 5

Sunny Bradenton Oasis, Pool/ Near Beaches & Golf!

4 bedrooms·2 baths
Bradenton • Florida

$853.15 USD $821.80 USD total for 3 nights

Sep 28 – Oct 1, 2026

Our home is in the left side of the picture.
The front of our home.
Sunset View
Established 2019
Entry

Craig House with Heated Pool

3 bedrooms·2 baths
Bradenton • Florida
4.8(107 reviews)

$1,150.60 USD $1,104.12 USD total for 5 nights

Oct 6 – 11, 2026

Waterfront Pool Home w/Golf membership, near beach
Waterfront Pool Home w/Golf membership, near beach
Waterfront Pool Home w/Golf membership, near beach
Waterfront Pool Home w/Golf membership, near beach
Waterfront Pool Home w/Golf membership, near beach

Waterfront Pool Home w/Golf membership, near beach

3 bedrooms·2 baths
Bradenton • Florida

$8,052.00 USD total for 29 nights

Nov 7 – Dec 6, 2026