Location

Dates

Guests

Vacation rentals in Clearwater, Florida, United States

Chill & Play: 4br home- Heated Pool, Lanai, Beach! image 1

Chill & Play: 4br home- Heated Pool, Lanai, Beach! image 2

Chill & Play: 4br home- Heated Pool, Lanai, Beach! image 3

We have since added a couple outdoor chairs and a table here

Chill & Play: 4br home- Heated Pool, Lanai, Beach! image 5

Chill & Play: 4br home- Heated Pool, Lanai, Beach!

4 bedrooms·2 baths

Largo • Florida

4.93(45 reviews)

$1,047.50 USD total for 3 nights

Nov 9 – 12, 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

Living room with natural lighting.

Fenced backyard with patio and seating.

Inquire About Discounted Rental Rate

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

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

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

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)

$693.22 USD total for 3 nights

Nov 15 – 18, 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

Nov 7 – 10, 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

$1,569.12 USD total for 3 nights

Nov 7 – 10, 2026

Largo; A Haven of Sun and Fun image 1

Largo; A Haven of Sun and Fun image 2

Largo; A Haven of Sun and Fun image 5

Largo; A Haven of Sun and Fun

3 bedrooms·2 baths

Largo • Florida

5(1 review)

$1,038.00 USD total for 3 nights

Nov 7 – 10, 2026

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

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

Largo Waterview 6BR Heated Pool/Hot Tub GameRoom

5 bedrooms·4 baths

Largo • Florida

5(9 reviews)

$7,200.00 USD $6,648.00 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

Sugar Sands Retreat #3

Sugar Sands Retreat #3

Spacious yard for relaxing

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

Tropical Beach Escape image 1

Tropical Beach Escape image 2

Sunset pool retreat with in-water loungers and screened patio

2 queen foam mattresses
Full length closet mirrors
USB port
Luggage racks
Ceiling fan
Large dresser for more space for your items
Smart TV with remote
iron, steamer and ironing board in closet
box fans in closet

Make up towel and face wipes
shampoo, conditioner, body wash
wash clothes, bath towels
Qtips
Cotton balls

Tropical Escape Near the Beach with Heated Pool

3 bedrooms·2 baths

Largo • Florida

4.94(63 reviews)

$1,915.00 USD total for 3 nights

Jan 1 – 4, 2027

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

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

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

air conditioned sun room

beach living room

Paradise Place, Pets/Ms. Pac Man

Paradise Place, Pets/Ms. Pac Man

2 bedrooms·2 baths

Largo • Florida

$1,716.26 USD total for 4 nights

Apr 1 – 5, 2027

air conditioned sun room

beach living room

Paradise Place, Pets/Ms. Pac Man

Paradise Place, Pets/Ms. Pac Man

2 bedrooms·2 baths

Largo • Florida

$1,716.26 USD total for 4 nights

Apr 1 – 5, 2027

Lovely fire after a day at the beach and a tasty BBQ!

Large private backyard!

Living room w/Roku TV, Games, DVD player w/DVDs, Books & Local Info! Sofa Bed is a Queen size MEMORY FOAM that is so comfortable!

No Wake Queen Bedroom with Roku TV, a bookshelf, 2 nightstands, a dresser and two closet areas.

Hannah House Vacation Rentals

5 bedrooms·2 baths

Largo • Florida

$1,119.82 USD total for 3 nights

Nov 9 – 12, 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

$972.86 USD total for 3 nights

Dec 21 – 24, 2026