Toes in the water...
Kitchen / eating area
Kitchen
Eating Area
Catch sunsets like this just a 2 min walk from your front door.

St Pete Beach Condo - Steps to the Sand! Pool, Pickleball, Dual Gulf & Bay Views

2 bedrooms·2 baths
St. Pete Beach • Florida

$1,130.00 USD total for 3 nights

Oct 19 – 22, 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

Oct 20 – 26, 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

Oct 20 – 27, 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

$9,147.04 USD total for 3 nights

Oct 20 – 23, 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!
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)

$2,488.33 USD $2,385.83 USD total for 6 nights

Oct 25 – 31, 2026

Miscellaneous
Beach
Miscellaneous
Miscellaneous
Terrace/patio

Waterfront 3BR 2 1/2 Bath, Amazing View-Sunrises!

3 bedrooms·2½ baths
St. Pete Beach • Florida
5(3 reviews)

$13,750.00 USD total for 30 nights

Jan 1 – 31, 2027

Bermuda Bay Beach and Racquet Club Condo. 2bdrm/2b
Bermuda Bay Beach and Racquet Club Condo. 2bdrm/2b
Bermuda Bay Beach and Racquet Club Condo. 2bdrm/2b
Bermuda Bay Beach and Racquet Club Condo. 2bdrm/2b
Bermuda Bay Beach and Racquet Club Condo. 2bdrm/2b

Bermuda Bay Beach and Racquet Club Condo. 2bdrm/2b

2 bedrooms·2 baths
St. Petersburg • Florida
4.67(12 reviews)

$2,970.21 USD total for 28 nights

Oct 20 – Nov 17, 2026

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Azure Palms Hideaway

3 bedrooms·2 baths
St. Petersburg • Florida

$5,170.00 USD total for 30 nights

Oct 20 – Nov 19, 2026

Waterfront Key West–style community, Stunning water views, glowing sunsets, and a laid-back island vibe ✨
King SUITE! Calm, Spacious and inviting, this KING bedroom features a plush KING-sized bed, with new bedding , dresser and 2 nighstands offering comfort and style for a restful night’s sleep in a beautifully designed space.
Stunning waterfront views from the bright, open-concept living room, dining area, and fully equipped kitchen. The perfect space to relax, gather, and make unforgettable memories by the water.
Nothing compares to swimming in the pool while breathing in the fresh ocean breeze.
WELCOME to your own private scenic beach, offering exclusive access to pristine sands and tranquil waters. Perfect for relaxing in solitude, soaking up the sun, or enjoying peaceful oceanfront moments.

Waterfront Escape | Private Beach + 2 Pools

1 bedroom·1 bath
St. Petersburg • Florida
4.5(16 reviews)

$4,375.36 USD $4,221.00 USD total for 30 nights

Oct 20 – Nov 19, 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

$1,011.36 USD total for 3 nights

Oct 20 – 23, 2026

Living room with Full Size sleep sofa
Private condo steps to beach (3)
Private condo steps to beach (3)
Newly remodeled bathroom as of 1/2024
Fully equipped kitchen

Private condo steps to beach (3)

1 bedroom·1 bath
St. Pete Beach • Florida

$1,511.70 USD total for 6 nights

Oct 20 – 26, 2026

Your favorite beach getaway (4)
Your favorite beach getaway (4)
Your favorite beach getaway (4)
Shared Laundry room located on 1st flooor
Your favorite beach getaway (4)

Your favorite beach getaway (4)

1 bedroom·1 bath
St. Pete Beach • Florida
5(3 reviews)

$1,606.00 USD total for 6 nights

Oct 20 – 26, 2026

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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

Oct 19 – 22, 2026

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Tampa Bay 1BR Suite with Pool & Beach Access

1 bedroom·1 bath
Tampa • Florida

$551.13 USD total for 3 nights

Oct 19 – 22, 2026

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Tampa Bay Double Queen w/Pool & Beach Access

1 bedroom·1 bath
Tampa • Florida

$591.99 USD total for 3 nights

Oct 19 – 22, 2026

Bathroom
Kitchen
Beach
Building Arial View
St Pete Beach

St Pete Beachside Condo

1 bedroom·1 bath
St. Pete Beach • Florida
5(3 reviews)

$1,297.68 USD total for 5 nights

Oct 20 – 25, 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

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

$784.00 USD total for 6 nights

Nov 4 – 10, 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)

$2,554.38 USD $2,450.05 USD total for 6 nights

Nov 30 – Dec 6, 2026

Modern 2BR/2BA | King Bed + Pool, Gym #6
Modern 2BR/2BA | King Bed + Pool, Gym #6
Modern 2BR/2BA | King Bed + Pool, Gym #6
Modern 2BR/2BA | King Bed + Pool, Gym #6
Modern 2BR/2BA | King Bed + Pool, Gym #6

Modern 2BR/2BA | King Bed + Pool, Gym #6

2 bedrooms·2 baths
Tampa • Florida
5(19 reviews)

$819.81 USD $763.08 USD total for 3 nights

Nov 1 – 4, 2026

Modern 2BR/2BA | King Bed + Pool, Gym #7
Modern 2BR/2BA | King Bed + Pool, Gym #7
Modern 2BR/2BA | King Bed + Pool, Gym #7
Modern 2BR/2BA | King Bed + Pool, Gym #7
Modern 2BR/2BA | King Bed + Pool, Gym #7

Modern 2BR/2BA | King Bed + Pool, Gym #7

2 bedrooms·2 baths
Tampa • Florida
5(14 reviews)

$709.07 USD $663.42 USD total for 3 nights

Oct 19 – 22, 2026

Modern 2BR/2BA | Pool + Gym Near Airport #9
Modern 2BR/2BA | Pool + Gym Near Airport #9
Modern 2BR/2BA | Pool + Gym Near Airport #9
Modern 2BR/2BA | Pool + Gym Near Airport #9
Modern 2BR/2BA | Pool + Gym Near Airport #9

Modern 2BR/2BA | Pool + Gym Near Airport #9

2 bedrooms·2 baths
Tampa • Florida
5(6 reviews)

$863.88 USD $802.75 USD total for 3 nights

Oct 19 – 22, 2026

Modern 2BR/2BA w/ King Bed, Pools + Gym #1
Modern 2BR/2BA w/ King Bed, Pools + Gym #1
Modern 2BR/2BA w/ King Bed, Pools + Gym #1
Modern 2BR/2BA w/ King Bed, Pools + Gym #1
Modern 2BR/2BA w/ King Bed, Pools + Gym #1

Modern 2BR/2BA w/ King Bed, Pools + Gym #1

2 bedrooms·2 baths
Tampa • Florida
5(22 reviews)

$854.84 USD $794.61 USD total for 3 nights

Oct 20 – 23, 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)

$2,003.53 USD total for 3 nights

Feb 21 – 24, 2027