Fully Equipped Modern 1BR, Grill, Outdoor Lounge
Fully Equipped Modern 1BR, Grill, Outdoor Lounge
Fully Equipped Modern 1BR, Grill, Outdoor Lounge
Fully Equipped Modern 1BR, Grill, Outdoor Lounge
Fully Equipped Modern 1BR, Grill, Outdoor Lounge

Fully Equipped Modern 1BR, Grill, Outdoor Lounge

1 bedroom·1 bath
Seminole • Florida

567,84 $ USD total por 3 noches

24–27 oct 2026

Paradise on Parkview Lane
Paradise on Parkview Lane
Paradise on Parkview Lane
Paradise on Parkview Lane
Paradise on Parkview Lane

Paradise on Parkview Lane

3 bedrooms·1 bath
Largo • Florida
5(1 review)

899,00 $ USD total por 3 noches

3–6 ene 2027

Gulf-to-Bay Living on Longboat Key
Gulf-to-Bay Living on Longboat Key
Gulf-to-Bay Living on Longboat Key
Gulf-to-Bay Living on Longboat Key
Gulf-to-Bay Living on Longboat Key

Gulf-to-Bay Living on Longboat Key

2 bedrooms·2 baths
Longboat Key • Florida

25.878,00 $ USD total por 120 noches

24 oct 2026 – 21 feb 2027

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
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

25–28 oct 2026

Funshine Flamingo's Nest
Funshine Flamingo's Nest
Funshine Flamingo's Nest
Funshine Flamingo's Nest
Funshine Flamingo's Nest

Funshine Flamingo's Nest

1 bedroom·1 bath
Largo • Florida

765,90 $ USD total por 4 noches

31 ene – 4 feb 2027

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)

4948,63 $ USD total por 7 noches

24–31 oct 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
balcony + Gulf view
Living room with Gulf view
059-Unit 401-5
060-Unit 401-6
Beachfront Escape – Private Balcony, Gulf Views image 5

Panoramic Gulf View with Amazing Sunset.

1 bedroom·1 bath
Longboat Key • Florida
4.87(223 reviews)

1227,18 $ USD total por 3 noches

16–19 nov 2026

Renovated Beach Paradise. Ground Floor unit 64 image 1
052-Unit 64-2
059-Unit 64-9
058-Unit 64-8
060-Unit 64-10

Turtle Crawl Inn 64

1 bedroom·1 bath
Longboat Key • Florida
4.88(73 reviews)

932,25 $ USD total por 3 noches

26–29 oct 2026

Right on the beach.Renovated ground Floor unit 63. image 1
020-Unit 63-4
023-Unit 63-7
024-Unit 63-8
Right on the beach.Renovated ground Floor unit 63. image 5

Turtle Crawl Inn 63

0 bedrooms·1 bath
Longboat Key • Florida
4.74(88 reviews)

815,86 $ USD total por 3 noches

27–30 oct 2026

Private Beach Access, Gorgeous Partial Views image 1
Private Beach Access, Gorgeous Partial Views image 2
Private Beach Access, Gorgeous Partial Views image 3
Private Beach Access, Gorgeous Partial Views image 4
Private Beach Access, Gorgeous Partial Views image 5

Private Beach Access, Gorgeous Partial Views

2 bedrooms·2 baths
Indian Shores • Florida
4.89(19 reviews)

1329,30 $ USD total por 3 noches

24–27 oct 2026

Largo Heated Pool + Hot Tub, sleeps 16, gameroom
Largo Heated Pool + Hot Tub, sleeps 16, gameroom
Largo Heated Pool + Hot Tub, sleeps 16, gameroom
Largo Heated Pool + Hot Tub, sleeps 16, gameroom
Largo Heated Pool + Hot Tub, sleeps 16, gameroom

Largo Heated Pool + Hot Tub, sleeps 16, gameroom

3 bedrooms·2 baths
Largo • Florida
4.5(12 reviews)

1262,00 $ USD total por 3 noches

24–27 oct 2026

Clearwater Beach House • Heated Pool • Hot Tub
Clearwater Beach House • Heated Pool • Hot Tub
Clearwater Beach House • Heated Pool • Hot Tub
Clearwater Beach House • Heated Pool • Hot Tub
Clearwater Beach House • Heated Pool • Hot Tub

Clearwater Beach House • Heated Pool • Hot Tub

5 bedrooms·2 baths
Largo • Florida

1575,84 $ USD total por 3 noches

24–27 oct 2026

Your private backyard oasis—unwind under the stars with a fire and make some s’mores.
Soak under the stars after exploring Florida’s beautiful Gulf Coast.
Spacious fenced backyard with fire pit, lawn games, and lounge seating
Bright, cozy bedroom with warm accents, natural light, and stylish decor
Bright coastal bedroom with cozy decor, soft light, and fresh greenery

Sunshine State of Mind

3 bedrooms·2 baths
Largo • Florida
5(64 reviews)

697,57 $ USD total por 3 noches

15–18 nov 2026

Stylish retreat with heated pool, hot tub, game room, and bright modern interiors
Seen on HGTV | Heated Pool, Hot Tub• 5 Min Beach
Seen on HGTV | Heated Pool, Hot Tub• 5 Min Beach
Seen on HGTV | Heated Pool, Hot Tub• 5 Min Beach
Seen on HGTV | Heated Pool, Hot Tub• 5 Min Beach

Seen on HGTV | Heated Pool, Hot Tub• 5 Min Beach

3 bedrooms·2 baths
Largo • Florida
5(17 reviews)

937,08 $ USD total por 3 noches

25–28 oct 2026

Living Room
Comfy Living Room with 55" TV
Living Room
Center Open view
Kitchen w/beverage fridge

Indian Rocks Beach only 2.5 miles - 4 bed & 2 bath

4 bedrooms·2 baths
Seminole • Florida

1401,75 $ USD total por 3 noches

24–27 oct 2026

Private 8BR Oasis with Pool, Spa, Treehouse
Private 8BR Oasis with Pool, Spa, Treehouse
Private 8BR Oasis with Pool, Spa, Treehouse
Private 8BR Oasis with Pool, Spa, Treehouse
Private 8BR Oasis with Pool, Spa, Treehouse

Private 8BR Oasis with Pool, Spa, Treehouse

8 bedrooms·5 baths
Plant City • Florida

1848,00 $ USD total por 3 noches

2–5 feb 2027

Coastal-style living room with fireplace, TV, and bright open seating
Coastal-chic living room with fireplace, built-ins, and inviting seating
Bright coastal living space with fireplace and large dining table
Screened pool patio with tiki bar, grill, and tropical lounge seating
Private tree-lined home with screened pool in a peaceful neighborhood

Twin Oaks Luxury Heated Pool and Caribbean Tiki Bar Near Indian Rocks Beach

4 bedrooms·3 baths
Largo • Florida
5(51 reviews)

944,16 $ USD total por 3 noches

25–28 oct 2026

A fun outdoor game area for adults and kids alike, featuring putt putt golf, ladder ball, axe throwing, giant Connect 4, and cornhole. Cozy string lights create a welcoming vibe, perfect for family fun, friendly competition, and relaxing evenings.
Florida Vacation Pool Home in Largo
While kids enjoy games like cornhole, adults can relax by the cozy fire pit or gather for an outdoor movie night, creating the perfect balance of fun and relaxation for everyone.
Relax and unwind in the spacious six-person hot tub, perfect for soaking under the open sky after a long day. Designed for comfort and group enjoyment, it’s ideal for couples, families, or friends looking to enjoy a warm, private retreat during their stay.
Florida Vacation Pool Home in Largo

Florida Vacation Pool Home in Largo

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

1083,24 $ USD total por 3 noches

31 oct – 3 nov 2026

Float the day away!
View from our lanai - straight on out!
The sweet life!
Nice and airy!
Relax!

Condo with a View on Longboat Key

0 bedrooms·1 bath
Longboat Key • Florida
4.98(122 reviews)

971,80 $ USD total por 3 noches

26–29 oct 2026

Ground Floor, Direct Oceanview on LBK!
Ground Floor, Direct Oceanview on LBK!
Ground Floor, Direct Oceanview on LBK!
Ground Floor, Direct Oceanview on LBK!
Ground Floor, Direct Oceanview on LBK!

Ground Floor, Direct Oceanview on LBK!

0 bedrooms·1 bath
Longboat Key • Florida
5(28 reviews)

971,80 $ USD total por 3 noches

24–27 oct 2026

Dining room with views of the pool.
Enjoy golden hour from the private outdoor deck and pool.
Open layout kitchen and living room.
Cozy living room.
Enjoy a game of air hockey or ping pong.

Paradise Passage

4 bedrooms·3 baths
Seminole • Florida

1428,16 $ USD 1280,64 $ USD total por 3 noches

24–27 oct 2026

🌴Beautiful Pool Home! Beach in 6 min! Sleeps 8 🌴
🌴Beautiful Pool Home! Beach in 6 min! Sleeps 8 🌴
🌴Beautiful Pool Home! Beach in 6 min! Sleeps 8 🌴
🌴Beautiful Pool Home! Beach in 6 min! Sleeps 8 🌴
🌴Beautiful Pool Home! Beach in 6 min! Sleeps 8 🌴

🌴Beautiful Pool Home! Beach in 6 min! Sleeps 8 🌴

3 bedrooms·2 baths
Largo • Florida
5(49 reviews)

994,75 $ USD total por 3 noches

24–27 oct 2026