Located directly on the beach! Morning coffee on the lanai overlooking Gulf and beach!
New living room furniture with views!
Siesta Key Beachfront Condo
Siesta Key Beachfront Condo
Siesta Key Beachfront Condo

Siesta Key Beachfront Condo

2 bedrooms·2 baths
Siesta Key • Florida

$ 3.113,26 USD totaal voor 7 nachten

31 okt – 7 nov 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

$ 1.202,62 USD $ 1.079,38 USD totaal voor 3 nachten

24–27 okt 2026

The Coffee Pot Cottage
The Coffee Pot Cottage
The Coffee Pot Cottage
The Coffee Pot Cottage
The Coffee Pot Cottage

The Coffee Pot Cottage

2 bedrooms·1 bath
St. Petersburg • Florida
5(26 reviews)

$ 598,33 USD $ 498,66 USD totaal voor 3 nachten

24–27 okt 2026

The Bayou Breeze Cottage
The Bayou Breeze Cottage
The Bayou Breeze Cottage
The Bayou Breeze Cottage
The Bayou Breeze Cottage

The Bayou Breeze Cottage

1 bedroom·1 bath
St. Petersburg • Florida
5(28 reviews)

$ 519,57 USD $ 431,66 USD totaal voor 3 nachten

31 okt – 3 nov 2026

Common Area: 🌳 Spacious Outdoor w/ table and chairs
Welcome to your perfect retreat—ideal for a solo traveler or couple.
St. Petersburg, Florida – a vibrant city bursting with sunshine, culture, and endless possibilities! Nestled on the Gulf Coast, St. Pete is a haven for art lovers, outdoor enthusiasts, and those seeking a laid-back coastal escape
A beautifully remodeled bathroom guests love.
Step outside to your private outdoor deck, complete with a dining table and chairs—perfect for morning coffee or alfresco meals in the fresh air.

Private Deck • Pet Friendly • Spacious Courtyard

0 bedrooms·1 bath
St. Petersburg • Florida

$ 452,00 USD totaal voor 3 nachten

24–27 okt 2026

Common Area
Common Area: 🌳 Spacious Outdoor w/ table and chairs
Private Deck • Pet Friendly • Spacious Courtyard
Private Deck • Pet Friendly • Spacious Courtyard
Private Deck • Pet Friendly • Spacious Courtyard

Private Deck • Pet Friendly • Spacious Courtyard

0 bedrooms·1 bath
St. Petersburg • Florida

$ 484,77 USD totaal voor 3 nachten

24–27 okt 2026

Dive into vacation mode with a sunny pool and playful float.
Resort-style St. Pete retreat with pool, game room & outdoor dining
Gather around the waterfront fire-pit seating area.
Tiki-style backyard bar with TV, ambient lighting, and private patio seating
Make game night a highlight of your stay with the foosball table.

2 Homes - 4 MN to Madiera BCH - Hottub - HTD Pool

7 bedrooms·6 baths
St. Petersburg • Florida

$ 2.475,00 USD totaal voor 3 nachten

25–28 okt 2026

Relax in the spacious living room while enjoying breathtaking Gulf views through floor-to-ceiling sliding glass doors leading out to the screened/glassed lanai
Spacious living room with comfortable leather seating, a large smart TV, and direct access to the screened/glassed lanai.
Beautifully updated gourmet kitchen featuring granite countertops, stainless steel appliances, and plenty of room to prepare meals.
Designed with extended stays in mind, this spacious kitchen offers abundant cabinetry and generous workspace.
The open dining area comfortably seats six and flows seamlessly into the beautifully updated kitchen.

Gulf Front on Siesta Key - Fishermans Haven 403

2 bedrooms·2 baths
Sarasota • Florida

$ 7.734,34 USD totaal voor 27 nachten

30 dec 2026 – 26 jan 2027

7th-Floor Water-View Getaway on Siesta Key
7th-Floor Water-View Getaway on Siesta Key
7th-Floor Water-View Getaway on Siesta Key
7th-Floor Water-View Getaway on Siesta Key
7th-Floor Water-View Getaway on Siesta Key

7th-Floor Water-View Getaway on Siesta Key

1 bedroom·1 bath
Siesta Key • Florida

$ 1.160,00 USD totaal voor 7 nachten

26 okt – 2 nov 2026

The Walters 1
The Walters 2
Living Room
Pool 1
Kitchen and Dining Area

The Walters

3 bedrooms·2 baths
St. Petersburg • Florida
5(21 reviews)

$ 774,05 USD totaal voor 3 nachten

1–4 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 totaal voor 4 nachten

24–28 okt 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 totaal voor 3 nachten

8–11 nov 2026

Front of Home
Front of Home
Dining Area
Dining Area
Dining Area

The Parkside Retreat at 78th Street

3 bedrooms·2 baths
Pinellas Park • Florida

$ 791,29 USD totaal voor 3 nachten

24–27 okt 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)

$ 7.487,65 USD totaal voor 3 nachten

10–13 nov 2026

Pool
Kitchen
Patio
Patio
Patio

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

5 bedrooms·3 baths
Pinellas Park • Florida
5(20 reviews)
$318/ nacht(excl. kosten & belastingen)
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)

$ 311,88 USD totaal voor 3 nachten

24–27 okt 2026

View from front yard
Short walk to fishing pier
Fishing pier before hurricane Milton - now open but shorter than this photo.
Newly remodeled kitchen
Renovated Waterfront Home

Renovated Waterfront Home

3 bedrooms·2 baths
Osprey • Florida
4.4(5 reviews)

$ 1.394,40 USD totaal voor 7 nachten

24–31 okt 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
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)

$ 1.050,00 USD totaal voor 3 nachten

1–4 nov 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

$ 632,00 USD totaal voor 3 nachten

24–27 okt 2026

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 totaal voor 3 nachten

24–27 okt 2026

Holiday Villas III #109
Holiday Villas III, Indian Shores
Holiday Villas III Unit 109
Holiday Villas III Unit 109
Living Space

Holiday Villas III - #109

1 bedroom·1 bath
Indian Shores • Florida
HOLIDAY VILLAS III- 605
HOLIDAY VILLAS III- 605
HOLIDAY VILLAS III- 605
HOLIDAY VILLAS III- 605
HOLIDAY VILLAS III- 605

HOLIDAY VILLAS III- 605

2 bedrooms·2 baths
Indian Shores • Florida
5(26 reviews)

$ 4.948,63 USD totaal voor 7 nachten

24–31 okt 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)

$ 575,00 USD totaal voor 3 nachten

24–27 okt 2026