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

3 bedrooms·2 baths
Palm Harbor • Florida
4.74(50 reviews)

$1,450.00 USD total for 5 nights

Mar 26 – 31, 2027

Waterfront 2/1 Apt. Ozona/Palm Harbor (Beachcomber image 1
Waterfront 2/1 Apt. Ozona/Palm Harbor (Beachcomber image 2
Waterfront 2/1 Apt. Ozona/Palm Harbor (Beachcomber image 3
Waterfront 2/1 Apt. Ozona/Palm Harbor (Beachcomber image 4
Waterfront 2/1 Apt. Ozona/Palm Harbor (Beachcomber image 5

Waterfront 2/1 Apt. Ozona/Palm Harbor (Beachcomber

2 bedrooms·1 bath
Palm Harbor • Florida
4.86(74 reviews)

$762.00 USD total for 3 nights

Oct 14 – 17, 2026

Tampa Bay 1BR Suite with Pool & Beach Access image 1
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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

$555.67 USD total for 3 nights

Oct 18 – 21, 2026

Tampa Bay Double Queen w/Pool & Beach Access image 1
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Tampa Bay Double Queen w/Pool & Beach Access

1 bedroom·1 bath
Tampa • Florida

$603.34 USD total for 3 nights

Oct 18 – 21, 2026

Elegant dinning room overlooking Lanai into the pool deck.
Putt Putt
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

Oct 14 – 17, 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)

$534.42 USD total for 3 nights

Oct 16 – 19, 2026

Coastal Cottage Near Beaches w/ Golf Cart Rental! image 1
Rent our Golf Cart, "Bolt" !
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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)

$759.00 USD total for 3 nights

Oct 14 – 17, 2026

Sit back and enjoy this beautiful coastal home where u can relax and enjoy what Florida can offer.
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Pool home minutes from the beach.

3 bedrooms·2 baths
Palm Harbor • Florida
5(33 reviews)

$950.00 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)

$2,691.60 USD $2,579.04 USD total for 6 nights

Oct 25 – 31, 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

$1,161.44 USD total for 3 nights

Oct 14 – 17, 2026

Living room
Master Bedroom
Jacuzzi/ Pool #1
Gym
Guest Bedroom

Vibrant 2BR/2BA w/ King Bed | Pool, Gym #11

2 bedrooms·2 baths
Tampa • Florida
5(10 reviews)

$846.93 USD $787.49 USD total for 3 nights

Oct 14 – 17, 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

$3,480.96 USD total for 3 nights

Oct 14 – 17, 2026

Living room
Master Bedroom
Jacuzzi/ Pool #1
Gym
Guest Bedroom

Modern 2BR | Pool, Gym + Pet-Friendly #12

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

$865.01 USD $803.76 USD total for 3 nights

Oct 18 – 21, 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 14 – 21, 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

$9,384.48 USD total for 3 nights

Oct 14 – 17, 2026

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

Oct 14 – 28, 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)
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 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

Oct 14 – 20, 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)

$1,481.33 USD total for 3 nights

Oct 17 – 20, 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 30 – Nov 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)

$962.59 USD total for 3 nights

Nov 29 – Dec 2, 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)

$3,165.45 USD total for 4 nights

Nov 8 – 12, 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

$3,390.00 USD total for 15 nights

Oct 16 – 31, 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)
$246 – $403/ night(excl. fees & taxes)