Gulf Breeze Getaway - Sand Key image 1
Gulf Breeze Getaway - Sand Key image 2
Gulf Breeze Getaway - Sand Key image 3
Gulf Breeze Getaway - Sand Key image 4
Gulf Breeze Getaway - Sand Key image 5

Gulf Breeze Getaway - Sand Key

2 bedrooms·2 baths
Clearwater • Florida

5650,00 $ USD total por 30 noches

26 oct – 25 nov 2026

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)

1050,00 $ USD total por 3 noches

1–4 nov 2026

private pool in backyard
new refrigerator
view from front door
bright and spacious living room
private lap pool and patio furniture

Captain's Cove with pool in Sunny Largo, FL

2 bedrooms·1 bath
Largo • Florida

496,59 $ USD total por 3 noches

26–29 oct 2026

Beach Cottages #1512
Beach Cottages #1512
Beach Cottages #1512
Beach Cottages #1512
Beach Cottages #1512

Beach Cottages #1512

2 bedrooms·2 baths
Indian Shores • Florida
Pool home in Seminole Florida
Pool home in Seminole Florida
Pool home in Seminole Florida
Pool home in Seminole Florida
Pool home in Seminole Florida

Pool home in Seminole Florida

3 bedrooms·2 baths
Seminole • Florida

855,19 $ USD total por 3 noches

26–29 oct 2026

10mins to Madeira Beach, Elongated Pool/spa w/Foosball
10mins to Madeira Beach, Elongated Pool/spa w/Foosball
10mins to Madeira Beach, Elongated Pool/spa w/Foosball
10mins to Madeira Beach, Elongated Pool/spa w/Foosball
10mins to Madeira Beach, Elongated Pool/spa w/Foosball

10mins to Madeira Beach, Elongated Pool/spa w/Foosball

3 bedrooms·0 baths
Seminole • Florida

603,00 $ USD total por 3 noches

26–29 oct 2026

AC.JPG
HA.JPG
AA.JPG
AD.JPG
AH.JPG

Largo Waterview 6BR *Heated Pool/Hot Tub *GameRoom

5 bedrooms·4 baths
Largo • Florida
5(9 reviews)

7200,00 $ USD 6648,00 $ USD total por 3 noches

26–29 oct 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

1896,14 $ USD total por 3 noches

26–29 oct 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)

5520,00 $ USD total por 3 noches

26–29 oct 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)
Dinning Room

OceanfrontVilla/Pool/HotTub/8bedroom

8 bedrooms·6 baths
Redington Shores • Florida
5(4 reviews)

7498,26 $ USD total por 3 noches

10–13 nov 2026

Peaceful Pond Paradise
Peaceful Pond Paradise
Peaceful Pond Paradise
Peaceful Pond Paradise
Front seating area

Peaceful Pond Paradise

3 bedrooms·2 baths
Largo • Florida
5(10 reviews)
$140/ noche(sin comisiones ni impuestos)
Outdoor seating with Heated Pool
Heated Pool
Living room
Living room
Kitchen

Pool Home-Close to Beach/St Pete

3 bedrooms·2 baths
Largo • Florida
$213 – $391/ noche(sin comisiones ni impuestos)
"If your in Clearwater don't think twice this place it is great!! Jack and Shelly really out did them self. My new home every time we come. Don't miss out!" - Cortney
Waterfront Condo | Steps to Clearwater Beach 2King
" My favorite place to be was the large patio, soaking in the sights and sounds of the bay. I definitely would love to go back!" - Kristine
"The place was gorgeous and well worth the price." - Rob
"My family very much enjoyed our stay in Clearwater beach and waking up to the gorgeous views of Clearwater Bay. The unit was large and very clean with a lot of helpful items (many kitchen utensils and products, beach towels and chairs, games, etc). We were sad to leave!" - Sierra

Waterfront Condo | Steps to Clearwater Beach 2King

3 bedrooms·2 baths
Clearwater • Florida

1330,00 $ USD total por 3 noches

26–29 oct 2026

Exterior
Living area
Wall mounted flat screens in LR and each bedroom.
New kitchen just completed Jan, '20 - all wood cabinets, granite countertops.
Private kitchen

Private Pinellas County Beaches' getaway house

2 bedrooms·1 bath
Seminole • Florida
4.17(63 reviews)

300,58 $ USD total por 3 noches

26–29 oct 2026

Kitchen
A little piece of Beach House Heaven!
Waterfront Beach House Steps Away from #1 Beach!
Master Bedroom Balcony!
2nd floor (main living space) with gourmet kitchen and waterfront balcony attached!

Waterfront Beach House Steps Away from #1 Beach!

3 bedrooms·2 baths
Pinellas County • Florida
5(60 reviews)

2094,16 $ USD total por 3 noches

26–29 oct 2026

Front of Home
Front door to unit
Entrance Stairs
Kitchen
Closet in Kitchen area

The Blue House in Clearwater

2 bedrooms·1 bath
Clearwater • Florida

3559,50 $ USD total por 30 noches

26 oct – 25 nov 2026

Beautiful 1BR Condo only steps to the water & fun! image 8
Beautiful 1BR Condo only steps to the water & fun! image 5
Beautiful 1BR Condo only steps to the water & fun! image 55
Beautiful 1BR Condo only steps to the water & fun! image 3
Welcome to beautiful North Redington Beach, FL.

No Cleaning Fee, 0min to Beach, 1BR w/ parking

1 bedroom·1 bath
North Redington Beach • Florida
5(46 reviews)

720,60 $ USD total por 4 noches

26–30 oct 2026

Front of the house with 2 parking in driveway
Tropical Oasis On the Gulf Coast
Tropical Oasis On the Gulf Coast
Tropical Oasis On the Gulf Coast
Tropical Oasis On the Gulf Coast

Tropical Oasis On the Gulf Coast

2 bedrooms·2 baths
Seminole • Florida

610,00 $ USD total por 3 noches

8–11 nov 2026

Your private pool, heated year-round to 80°F and ready for fall swims. Sun loungers and an umbrella line the deck, and the fully fenced backyard keeps the fun contained.
Red Adirondack chairs circle the fire pit under café lights. Fall evenings in Clearwater were made for slow talks and s'mores.
The whole backyard in one frame: heated pool, lounge chairs and cornhole on the lawn. Kids play, grown-ups relax, all inside a fenced yard.
Open-concept living made for your whole crew: a colorful mural, big sectional and dining table in one bright space, so nobody is stuck in another room while dinner comes together.
King primary suite with green and gold accents, a smart TV and ceiling fan. Your own retreat at the end of the day.

Heated pool, fire pit, games · dog friendly

3 bedrooms·2 baths
Clearwater • Florida

1168,27 $ USD total por 3 noches

26–29 oct 2026

10 Min to Beach-King bed, fenced yard, cozy charm image 1
10 Min to Beach-King bed, fenced yard, cozy charm image 2
Propane fire pit for quick and easy fire ambiance
10 Min to Beach-King bed, fenced yard, cozy charm image 4
10 Min to Beach-King bed, fenced yard, cozy charm image 5

10 Min to Beach-King bed, fenced yard, cozy charm

3 bedrooms·1 bath
Seminole • Florida
4.78(9 reviews)

550,00 $ USD total por 3 noches

26–29 oct 2026

Welcome to Emperor Rentals!
Have an amazing barbecue party while swimming with family and friends!
Create amazing memories with family during this trip in this stunning house!
Love homecooked meals? Eat your favorite meals without going out in this beautiful dining table. Have questions about the property? Send us an inquiry now!
Comfortable bed to ensure you get the rest you deserve your entire stay

Serenity Stay Villa

4 bedrooms·2 baths
Largo • Florida
5(26 reviews)

896,20 $ USD total por 3 noches

1–4 nov 2026

Welcome to your home away from home!
This large pool and spacious patio will make it hard to decide if you want to go to the beach or stay in.
Renovated inside and out!
Double sinks, soaker tub and walk in shower!
This brand new kitchen is stocked with everything you need for your meals in!

Twin Oaks Retreat

5 bedrooms·3 baths
Clearwater • Florida

1093,25 $ USD 1013,31 $ USD total por 3 noches

26–29 oct 2026

Beach Living & Shuffleboard
16100 2nd St - Web Quality (4)
Full-Equipped Kitchen for making family meals
16100 2nd St - Web Quality (22)
Backyard

She's A Shore Thing

3 bedrooms·2 baths
Redington Beach • Florida

1145,97 $ USD 1031,23 $ USD total por 3 noches

26–29 oct 2026

Property grounds
Living area
Private kitchen
Outdoor dining
Living area

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 por 30 noches

15 nov – 15 dic 2026