Location

Dates

Guests

Vacation rentals in Palm Harbor

Sunset Paradise #5

Sunset Paradise #5

Sunset Paradise #5

Sunset Paradise #5

Sunset Paradise #5

Sunset Paradise #5

2 bedrooms·2 baths

Indian Rocks Beach • Florida

$1,193.28 USD total for 4 nights

Nov 9 – 13, 2026

air conditioned sun room

beach living room

Paradise Place, Pets/Ms. Pac Man

Paradise Place, Pets/Ms. Pac Man

2 bedrooms·2 baths

Largo • Florida

$1,716.26 USD total for 4 nights

Apr 1 – 5, 2027

Enjoy the pool, drinks and a meal as the sun dips into the Gulf.

Grab the free paddle board and explore the waters around Indian Rocks Beach

Add a 2nd 6-seater golf cart after booking so everyone can ride

Bahia Paradise

4 bedrooms·4 baths

Indian Rocks Beach • Florida

5(1 review)

$2,625.48 USD $2,406.13 USD total for 3 nights

Nov 10 – 13, 2026

Back of house - heated pool, sun loungers, sofa set, teak patio table & chairs. pool sink. outside hot/cold shower. shade sail. artificial grass (great for kids). Huge game room, design furniture, hurricane impact windows, super-stocked/pro kitchen!

Living & dining room ; roku TV; guest bedrooms & bathroom to the left; master bedroom to the right (behind kitchen); steps to downstairs & front door in center of pic; private office space just to the right of that.

Living and dining room with marble Saarinen table, Eames chairs, Federicia Stingray chair, leather sofa and a Le Corbusier pony chaise lounger.

Upstairs living and dining area ; access through double doors to patio and pool downstairs

Professional Kitchen with gas cooktop, Miele convection oven & warming drawer, GE convection/micro combo, Nespresso & brew coffee station, blender, waffle iron, reverse osmosis water, and all necessities to make your stay a culinary delight!

3800 SQFT waterfront home near beach, heated pool

5 bedrooms·3 baths

Port Richey • Florida

4.9(39 reviews)

$3,415.00 USD total for 6 nights

Nov 9 – 15, 2026

Private backyard retreat with hot tub, fire pit & outdoor dining under café lights

Relax under the courtyard pergola beside the fire table in your private outdoor lounge.

Relax in the hot tub beneath the pergola with bar seating and ambient string lights.

Spacious great room with plenty of comfortable seating for the whole group to relax together.

Primary king suite with a private office and en suite bath.

The Salted Dream House

5 bedrooms·2½ baths

Largo • Florida

$1,803.64 USD total for 3 nights

Nov 9 – 12, 2026

Welcome to the Lakeside Retreat -This tranquil estate awaits!

Nestled right on Lake Seminole, the backyard gazebo and pool area provide stunning views!

Our unique 4-plex floor plan gives your large group the ability to gather…

…while still having moments of privacy in their own suites.

Each suite is inspired by one of the 4 elements: Earth, Air, Fire, & Water

Lakeside Retreat-4plex Sleeps 20

9 bedrooms·5 baths

Largo • Florida

5(19 reviews)

$5,520.00 USD total for 3 nights

Nov 9 – 12, 2026

Lakeside Retreat-4plex Sleeps 20

Lakeside Retreat-4plex Sleeps 20

Lakeside Retreat-4plex Sleeps 20

Lakeside Retreat-4plex Sleeps 20

Lakeside Retreat-4plex Sleeps 20

Lakeside Retreat-4plex Sleeps 20

9 bedrooms·5 baths

Largo • Florida

$2,377.52 USD total for 3 nights

Nov 9 – 12, 2026

Southern Plantation Oasis

Southern Plantation Oasis

Southern Plantation Oasis

Southern Plantation Oasis

Southern Plantation Oasis

Southern Plantation Oasis

6 bedrooms·3 baths

Greater Northdale • Florida

$4,288.16 USD total for 3 nights

Nov 13 – 16, 2026

9BR Heated Pool • Hot Tub • Golf Simulator

9BR Heated Pool • Hot Tub • Golf Simulator

9BR Heated Pool • Hot Tub • Golf Simulator

9BR Heated Pool • Hot Tub • Golf Simulator

9BR Heated Pool • Hot Tub • Golf Simulator

9BR Heated Pool • Hot Tub • Golf Simulator

9 bedrooms·4 baths

Largo • Florida

$3,101.85 USD total for 3 nights

Nov 9 – 12, 2026

Enjoy swimming in the waterfront heated pool

Open concept living room with large sectional sofa, smart TV, slider to pool deck and open to kitchen and dining area

Guest bedroom with queen and full beds, hotel quality bedding, usb bedside lamps & nighstands, dresser, closet, ceiling fan and smart TV

Main bedroom with hotel quality bedding, USB lamps, en-suite bathroom, smart TV, walking closets, dresser, slider to pool deck, ceiling fan and vanity/workstation

Guest bedroom with queen and full beds, hotel quality bedding, usb bedside lamps & nighstands, dresser, closet, ceiling fan and smart TV

Gulf Access| Docks| Game Rm| Fishing| Heated Pool

3 bedrooms·2 baths

Port Richey • Florida

$1,237.60 USD total for 3 nights

Nov 9 – 12, 2026

Pond-side ART-home with private pool. DOGS WELCOME

5 bedrooms·3 baths

Pinellas Park • Florida

5(20 reviews)

$318/ night(excl. fees & taxes)

Bay Shores Yacht & Tennis Club

Bay Shores Yacht & Tennis Club

Bay Shores Yacht & Tennis Club

Bay Shores Yacht & Tennis Club

Bay Shores Yacht & Tennis Club

Bay Shores Yacht & Tennis Club

2 bedrooms·2 baths

Indian Shores • Florida

$1,817.04 USD total for 7 nights

Jan 4 – 11, 2027

Welcome to Sunny Tampa Oasis—your perfect escape! Relax by the pool, unwind in the outdoor seating, and enjoy the Florida sunshine at its best.

Kick back and relax on the cozy, spacious couch, perfect for lounging or enjoying your favorite shows.

Fire up the grill in the gazebo and enjoy your meal in the cozy dining area on the patio.

Gather around the spacious dining table, perfect for enjoying meals and making memories with family and friends.

Retreat to the master bedroom, your private haven with an en suite bathroom for ultimate comfort and convenience.

Sunny Tampa Oasis: Pool, Patio & Gazebo

4 bedrooms·3 baths

Tampa • Florida

$8,708.00 USD total for 3 nights

Aug 29 – Sep 1, 2027

A private resort oasis after dark- heated pool glowing under café lights, pickleball court, fire pit lounge, cabana seating, and total privacy. Designed for unforgettable evenings and elevated beach living, just 5 minutes from the shore.

The Ultimate Premium Vacation Home in St Pete - All Inclusive Premium Amenities

The Ultimate Premium Vacation Home in St Pete - All Inclusive Premium Amenities

The Ultimate Premium Vacation Home in St Pete - All Inclusive Premium Amenities

The Ultimate Premium Vacation Home in St Pete - All Inclusive Premium Amenities

The Ultimate Premium Vacation Home in St Pete - All Inclusive Premium Amenities

4 bedrooms·2 baths

Seminole • Florida

5(5 reviews)

$1,135.00 USD total for 3 nights

Nov 9 – 12, 2026

Gulf Breeze Hideaway 5BR Home Close to Sand & Fun

Gulf Breeze Hideaway 5BR Home Close to Sand & Fun

Gulf Breeze Hideaway 5BR Home Close to Sand & Fun

Gulf Breeze Hideaway 5BR Home Close to Sand & Fun

Gulf Breeze Hideaway 5BR Home Close to Sand & Fun

Gulf Breeze Hideaway 5BR Home Close to Sand & Fun

5 bedrooms·2 baths

Seminole • Florida

$1,294.72 USD total for 3 nights

Nov 9 – 12, 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)

$850.18 USD total for 3 nights

Nov 29 – Dec 2, 2026

Beautiful details that set this home apart. Oceanfront Luxury home.

Ocean Front with 180 degree views inside the home of the ocean

The most epic sunsets you have ever seen!

Master #1 - King Bed ( There are two of these rooms mirrored on each side of the house)

OceanfrontVilla/Pool/HotTub/8bedroom

8 bedrooms·6 baths

Redington Shores • Florida

5(4 reviews)

$6,760.83 USD total for 3 nights

Nov 10 – 13, 2026

Oasis of calm in Florida - Villa with heated pool image 1

Oasis of calm in Florida - Villa with heated pool image 2

Oasis of calm in Florida - Villa with heated pool image 3

Oasis of calm in Florida - Villa with heated pool image 4

Oasis of calm in Florida - Villa with heated pool image 5

Oasis of calm in Florida - Villa with heated pool

3 bedrooms·3 baths

Lutz • Florida

$7,942.16 USD $6,802.62 USD total for 28 nights

Nov 13 – Dec 11, 2026

Property grounds

Private kitchen

Beachfront Condo at La Contessa!, 3BD/3BA, Poolside Cabana, Private Fishing Pier

3 bedrooms·3 baths

Redington Beach • Florida

5(12 reviews)

$11,215.25 USD total for 30 nights

Nov 15 – Dec 15, 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)

$956.00 USD total for 3 nights

Dec 3 – 6, 2026

SeaBreeze 101-Sunsets, sand, pool! Free parking

SeaBreeze 101-Sunsets, sand, pool! Free parking

SeaBreeze 101-Sunsets, sand, pool! Free parking

SeaBreeze 101-Sunsets, sand, pool! Free parking

SeaBreeze 101-Sunsets, sand, pool! Free parking

SeaBreeze 101-Sunsets, sand, pool! Free parking

2 bedrooms·2 baths

Madeira Beach • Florida

5(31 reviews)

$1,180.85 USD total for 3 nights

Nov 14 – 17, 2026

Sleeps 24-Beachfront Entire Resort- Outdoor Pool 7BR

Sleeps 24-Beachfront Entire Resort- Outdoor Pool 7BR

Sleeps 24-Beachfront Entire Resort- Outdoor Pool 7BR

Sleeps 24-Beachfront Entire Resort- Outdoor Pool 7BR

Sleeps 24-Beachfront Entire Resort- Outdoor Pool 7BR

Sleeps 24-Beachfront Entire Resort- Outdoor Pool 7BR

7 bedrooms·7 baths

Madeira Beach • Florida

$5,933.63 USD total for 3 nights

Nov 9 – 12, 2026

Steps to Beach, Heated Pool, 2 Queen Beds, 2BA

Steps to Beach, Heated Pool, 2 Queen Beds, 2BA

Steps to Beach, Heated Pool, 2 Queen Beds, 2BA

Steps to Beach, Heated Pool, 2 Queen Beds, 2BA

Steps to Beach, Heated Pool, 2 Queen Beds, 2BA

Steps to Beach, Heated Pool, 2 Queen Beds, 2BA

2 bedrooms·2 baths

Madeira Beach • Florida

$1,951.07 USD total for 3 nights

Nov 9 – 12, 2026

King Bed, Steps to Madeira Beach, Heated Pool, Private

King Bed, Steps to Madeira Beach, Heated Pool, Private

King Bed, Steps to Madeira Beach, Heated Pool, Private

King Bed, Steps to Madeira Beach, Heated Pool, Private

King Bed, Steps to Madeira Beach, Heated Pool, Private

King Bed, Steps to Madeira Beach, Heated Pool, Private

1 bedroom·1 bath

Madeira Beach • Florida

$1,691.15 USD total for 3 nights

Nov 9 – 12, 2026