#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

$8,252.16 USD total for 3 nights

Sep 30 – Oct 3, 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)

$2,844.88 USD $2,723.93 USD total for 6 nights

Oct 25 – 31, 2026

Tampa Bay 1BR Suite with Pool & Beach Access image 1
Tampa Bay 1BR Suite with Pool & Beach Access image 2
Tampa Bay 1BR Suite with Pool & Beach Access image 3
Tampa Bay 1BR Suite with Pool & Beach Access image 4
Tampa Bay 1BR Suite with Pool & Beach Access image 5

Tampa Bay 1BR Suite with Pool & Beach Access

1 bedroom·1 bath
Tampa • Florida

$551.13 USD total for 3 nights

Sep 30 – Oct 3, 2026

Tampa Bay Double Queen w/Pool & Beach Access image 1
Tampa Bay Double Queen w/Pool & Beach Access image 2
Tampa Bay Double Queen w/Pool & Beach Access image 3
Tampa Bay Double Queen w/Pool & Beach Access image 4
Tampa Bay Double Queen w/Pool & Beach Access image 5

Tampa Bay Double Queen w/Pool & Beach Access

1 bedroom·1 bath
Tampa • Florida

$578.37 USD total for 3 nights

Sep 30 – Oct 3, 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

$1,132.32 USD total for 3 nights

Sep 30 – Oct 3, 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)

$1,988.55 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!
Your Tampa Bay Vacation Entertainment Home image 3
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 total for 6 nights

Sep 30 – Oct 6, 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)
$155 – $500/ night(excl. fees & taxes)
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

Oct 5 – 8, 2026

Sleeps 25 • Heated Pool • Indoor/Outdoor Games• Theater
Sleeps 25 • Heated Pool • Indoor/Outdoor Games• Theater
Sleeps 25 • Heated Pool • Indoor/Outdoor Games• Theater
Sleeps 25 • Heated Pool • Indoor/Outdoor Games• Theater
Sleeps 25 • Heated Pool • Indoor/Outdoor Games• Theater

Sleeps 25 • Heated Pool • Indoor/Outdoor Games• Theater

7 bedrooms·4 baths
Tampa • Florida

$3,612.00 USD total for 3 nights

Sep 30 – Oct 3, 2026

Welcome to the Mandalay Manor! Let this lavish retreat be the perfect base for your next vacation on the shores of the Gulf of Mexico.
Cool off in the inviting swimming pool and soak up the sun on the comfy sun lounges.
Are there any pianists in the group? You can have a private concerto in the living room.
The inviting fireplace creates an intimate gathering setting.
Serve your delicious meals easily at the 10-person dining table.

Luxe Waterfront Home w/ Pool★Elevator★Gulf Access

5 bedrooms·4 baths
Tarpon Springs • Florida
4.91(11 reviews)

$4,139.00 USD total for 4 nights

Sep 30 – Oct 4, 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

$3,154.23 USD total for 5 nights

Sep 30 – Oct 5, 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)

$838.18 USD total for 3 nights

Sep 30 – Oct 3, 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

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

$6,480.00 USD total for 30 nights

Oct 14 – Nov 13, 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 total for 3 nights

Sep 30 – Oct 3, 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

$3,506.72 USD total for 3 nights

Sep 30 – Oct 3, 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 30, 2026 – Jan 28, 2027

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

$1,392.87 USD total for 3 nights

Oct 25 – 28, 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 30 – Oct 30, 2026

Angel's Waterfront Home Fishing Dock Heated Pool image 1
Angel's Waterfront Home Fishing Dock Heated Pool image 2
Angel's Waterfront Home Fishing Dock Heated Pool image 3
Angel's Waterfront Home Fishing Dock Heated Pool image 4
Angel's Waterfront Home Fishing Dock Heated Pool image 5

Angel's Waterfront Home Fishing Dock Heated Pool

3 bedrooms·2 baths
Holiday • Florida
5(11 reviews)

$825.00 USD total for 3 nights

Sep 30 – Oct 3, 2026

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)

$3,570.71 USD total for 4 nights

Nov 8 – 12, 2026

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)

$1,241.00 USD total for 3 nights

Oct 4 – 7, 2026