Location

Dates

Guests

Vacation rentals in Ruskin, Florida, United States

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 for 3 nights

Oct 24 – 27, 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 for 3 nights

Jan 3 – 6, 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 for 120 nights

Oct 24, 2026 – Feb 21, 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

$1,168.27 USD total for 3 nights

Oct 25 – 28, 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 for 4 nights

Jan 31 – Feb 4, 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)

$4,948.63 USD total for 7 nights

Oct 24 – 31, 2026

Holiday Villas III #109

Holiday Villas III, Indian Shores

Holiday Villas III Unit 109

Holiday Villas III Unit 109

Holiday Villas III - #109

1 bedroom·1 bath

Indian Shores • Florida

balcony + Gulf view

Living room with Gulf view

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)

$1,227.18 USD total for 3 nights

Nov 16 – 19, 2026

Renovated Beach Paradise. Ground Floor unit 64 image 1

Turtle Crawl Inn 64

1 bedroom·1 bath

Longboat Key • Florida

4.88(73 reviews)

$932.25 USD total for 3 nights

Oct 26 – 29, 2026

Right on the beach.Renovated ground Floor unit 63. image 1

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 for 3 nights

Oct 27 – 30, 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)

$1,329.30 USD total for 3 nights

Oct 24 – 27, 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)

$1,262.00 USD total for 3 nights

Oct 24 – 27, 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

$1,575.84 USD total for 3 nights

Oct 24 – 27, 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 for 3 nights

Nov 15 – 18, 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 for 3 nights

Oct 25 – 28, 2026

Comfy Living Room with 55" TV

Center Open view

Kitchen w/beverage fridge

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

4 bedrooms·2 baths

Seminole • Florida

$1,401.75 USD total for 3 nights

Oct 24 – 27, 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

$1,848.00 USD total for 3 nights

Feb 2 – 5, 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 for 3 nights

Oct 25 – 28, 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)

$1,083.24 USD total for 3 nights

Oct 31 – Nov 3, 2026

Float the day away!

View from our lanai - straight on out!

The sweet life!

Condo with a View on Longboat Key

0 bedrooms·1 bath

Longboat Key • Florida

4.98(122 reviews)

$971.80 USD total for 3 nights

Oct 26 – 29, 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 for 3 nights

Oct 24 – 27, 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

$1,428.16 USD $1,280.64 USD total for 3 nights

Oct 24 – 27, 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 for 3 nights

Oct 24 – 27, 2026