Urban Escape: Artificial Beach W/Volleyball Pit
Urban Escape: Artificial Beach W/Volleyball Pit
Urban Escape: Artificial Beach W/Volleyball Pit
Urban Escape: Artificial Beach W/Volleyball Pit
Urban Escape: Artificial Beach W/Volleyball Pit

Urban Escape: Artificial Beach W/Volleyball Pit

4 bedrooms·3 baths
Clearwater • Florida
4.78(9 reviews)

$1,804.00 USD total for 3 nights

Dec 19 – 22, 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

Beautiful Waterfront Condo short walk to the beach image 1
Beautiful Waterfront Condo short walk to the beach image 2
Beautiful Waterfront Condo short walk to the beach image 3
Beautiful Waterfront Condo short walk to the beach image 4
Beautiful Waterfront Condo short walk to the beach image 5

Romantic Waterfront Getaway short walk to beach

3 bedrooms·2 baths
Indian Rocks Beach • Florida

$3,062.23 USD $2,540.58 USD total for 29 nights

Nov 7 – Dec 6, 2026

Beautiful View Overlooking Canal, Dock, and Lift
Aerial View of Back of Property
Welcome to Villa Azure
V Azule- Evening- Canal, Lift
V Azule- Outside Dining-Patio

Villa Azule | Luxury Waterfront Retreat • Walk to Indian Rocks Beach

4 bedrooms·5 baths
Indian Rocks Beach • Florida
4.88(146 reviews)

$2,065.13 USD total for 3 nights

Nov 7 – 10, 2026

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

Bahia Paradise

4 bedrooms·4 baths
Indian Rocks Beach • Florida
5(1 review)

$2,474.84 USD $2,270.55 USD total for 3 nights

Nov 10 – 13, 2026

250 steps to the Beach! image 1
250 steps to the Beach! image 3
250 steps to the Beach! image 4
250 steps to the Beach! image 5
250 steps to the Beach! image 6

250 steps to the Beach!

2 bedrooms·1 bath
Indian Rocks Beach • Florida
4.82(159 reviews)

$1,525.00 USD total for 7 nights

Nov 7 – 14, 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)

$1,056.85 USD total for 3 nights

Nov 8 – 11, 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)

$974.68 USD total for 3 nights

Nov 7 – 10, 2026

Save Book Thanksgiving Now Special Won't Last Long
Save Book Thanksgiving Now Special Won't Last Long
Save Book Thanksgiving Now Special Won't Last Long
Save Book Thanksgiving Now Special Won't Last Long
Save Book Thanksgiving Now Special Won't Last Long

Save Book Thanksgiving Now Special Won't Last Long

4 bedrooms·3 baths
Clearwater • Florida
4.58(98 reviews)

$2,380.00 USD total for 3 nights

Nov 7 – 10, 2026

Sugar Sands Retreat #2
Sugar Sands Retreat #2
Sugar Sands Retreat #2
Sugar Sands Retreat #2
Sugar Sands Retreat #2

Sugar Sands Retreat #2

1 bedroom·1 bath
Indian Rocks Beach • Florida

$556.00 USD total for 3 nights

Nov 10 – 13, 2026

King Bed
Sugar Sands Retreat #3
Sugar Sands Retreat #3
Spacious yard for relaxing
Private deck

Sugar Sands Retreat #3

1 bedroom·1 bath
Indian Rocks Beach • Florida

$522.76 USD total for 3 nights

Nov 10 – 13, 2026

Vaulted ceilings with modern coastal feel
Sofa bed for extra guests
Sugar Sands Retreat #1
King bed with ensuite
Try standup paddle boarding

Sugar Sands Retreat #1

1 bedroom·1 bath
Indian Rocks Beach • Florida

$627.81 USD total for 3 nights

Nov 13 – 16, 2026

Blue Heron Cottage #1
Blue Heron Cottage #1
Blue Heron Cottage #1
Blue Heron Cottage #1
Blue Heron Cottage #1

Blue Heron Cottage #1

1 bedroom·1 bath
Indian Rocks Beach • Florida
Two blocks to bliss/beach
Two blocks to bliss/beach
Two blocks to bliss/beach
Two blocks to bliss/beach
Two blocks to bliss/beach

Two blocks to bliss/beach

3 bedrooms·2 baths
Indian Rocks Beach • Florida

$972.34 USD total for 3 nights

Nov 7 – 10, 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)

$582.00 USD total for 3 nights

Nov 21 – 24, 2026

View of Indian Rocks Beach from the Balcony
Indian Rocks Beach Sunset
Beautiful Sunsets! Direct Beachfront Condo w/ Pool image 3
Beautiful Sunsets! Direct Beachfront Condo w/ Pool image 4
14 x 14 Pool, 4ft deep

Beautiful Sunsets! Direct Beachfront Condo w/ Pool

2 bedrooms·2 baths
Indian Rocks Beach • Florida
4.93(43 reviews)

$2,108.85 USD total for 7 nights

Nov 30 – Dec 7, 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

$918.00 USD total for 5 nights

Mar 20 – 25, 2027

Sunset Paradise #6
Sunset Paradise #6
Sunset Paradise #6
Sunset Paradise #6
Sunset Paradise #6

Sunset Paradise #6

2 bedrooms·2½ baths
Indian Rocks Beach • Florida

$985.36 USD total for 4 nights

Nov 7 – 11, 2026

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 7 – 11, 2026

Living room with natural lighting.
Fenced backyard with patio and seating.
Seating area.
Inquire About Discounted Rental Rate
Maxwell Sands

Maxwell Sands

3 bedrooms·2 baths
Indian Rocks Beach • Florida

$1,103.63 USD $993.34 USD total for 3 nights

Nov 7 – 10, 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)

$1,021.83 USD total for 3 nights

Nov 30 – Dec 3, 2026

Driftwood Sands #307
Driftwood Sands #307
Driftwood Sands #307
Driftwood Sands #307
Driftwood Sands #307

Driftwood Sands #307

3 bedrooms·2 baths
Indian Rocks Beach • Florida
5(4 reviews)

$6,182.23 USD total for 28 nights

Nov 30 – Dec 28, 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

$1,159.08 USD $1,072.56 USD total for 3 nights

Nov 9 – 12, 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

$970.66 USD total for 3 nights

Nov 7 – 10, 2026