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 total for 3 nights

Oct 20 – 23, 2026

Gulf front pool
Condo!
Front of the building
Hallway into condo
Hallway

Sand Isle I

2 bedrooms·2 baths
Indian Rocks Beach • Florida
4.77(100 reviews)

$847.50 USD total for 3 nights

Nov 15 – 18, 2026

Spacious living room.
Heated pool.
Fully equipped kitchen and plenty of seating
Dining area
Open concept living room

Beach AND Pool!2/2 large condo

2 bedrooms·2 baths
Indian Rocks Beach • Florida
5(152 reviews)

$1,356.00 USD total for 5 nights

Oct 20 – 25, 2026

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.
BBQ Area

Hannah House Vacation Rentals

5 bedrooms·2 baths
Largo • Florida

$1,119.82 USD $1,081.24 USD total for 3 nights

Oct 13 – 16, 2026

Treasure Island Waterfront Luxury Condo image 5
Treasure Island Waterfront Luxury Condo image 1
Treasure Island Waterfront Luxury Condo image 2
Treasure Island Waterfront Luxury Condo image 3
Treasure Island Waterfront Luxury Condo image 4

Treasure Island Waterfront Luxury Condo

2 bedrooms·2 baths
Treasure Island • Florida
5(3 reviews)

$2,202.00 USD total for 6 nights

Oct 27 – Nov 2, 2026

air conditioned sun room
beach living room
fancy bathroom
beach bar
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
fancy bathroom
beach bar
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

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

$542.68 USD total for 3 nights

Oct 13 – 16, 2026

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

Beautiful Waterfront Condo 8 min walk to the beach

3 bedrooms·2 baths
Indian Rocks Beach • Florida

$4,483.25 USD $3,677.40 USD total for 29 nights

Oct 14 – Nov 12, 2026

Welcome to Emperor Rentals!
Featuring a plush blue couch that beckons you to sink in and relax.
Indulge in the ultimate comfort and luxury of our exquisite bathroom, complete with a delightful combination of a tub and shower, elegant his and her sinks, and a modern toilet.
This kitchen is more than just a functional space; it's a culinary sanctuary that inspires creativity, fosters connection, and nourishes the soul. Huge fridge, white cupboards, blue painted walls, complete appliances, and well-stocked utensils.

Tidal Retreat

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

$700.86 USD total for 3 nights

Oct 14 – 17, 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)

$2,171.72 USD total for 3 nights

Oct 18 – 21, 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

Oct 26 – 29, 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

Oct 13 – 20, 2026

Outdoor seating with Heated Pool
Heated Pool
Living room
Living room
Kitchen

Pool Home-Close to Beach/St Pete

3 bedrooms·2 baths
Largo • Florida
$213 – $391/ night(excl. fees & taxes)
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

$1,616.16 USD total for 3 nights

Oct 14 – 17, 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 14 – 17, 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)

$771.33 USD $718.49 USD total for 3 nights

Oct 18 – 21, 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

$549.26 USD total for 3 nights

Oct 13 – 16, 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

$606.61 USD total for 3 nights

Oct 13 – 16, 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

$470.61 USD total for 3 nights

Oct 18 – 21, 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
FREE NIGHT! Jeffreys Bay African retreat!
FREE NIGHT! Jeffreys Bay African retreat!
FREE NIGHT! Jeffreys Bay African retreat!
FREE NIGHT! Jeffreys Bay African retreat!
FREE NIGHT! Jeffreys Bay African retreat!

FREE NIGHT! Jeffreys Bay African retreat!

2 bedrooms·1 bath
Treasure Island • Florida

$676.10 USD total for 3 nights

Apr 22 – 25, 2027

Sunset Walks on Sunset Beach
Sunset Walks on Sunset Beach
Sunset Walks on Sunset Beach
Sunset Walks on Sunset Beach
Sunset Walks on Sunset Beach

Sunset Walks on Sunset Beach

3 bedrooms·3 baths
Treasure Island • Florida
FREE NIGHT! Aloha! Hawaiian surf inspired retreat
FREE NIGHT! Aloha! Hawaiian surf inspired retreat
FREE NIGHT! Aloha! Hawaiian surf inspired retreat
FREE NIGHT! Aloha! Hawaiian surf inspired retreat
FREE NIGHT! Aloha! Hawaiian surf inspired retreat

FREE NIGHT! Aloha! Hawaiian surf inspired retreat

1 bedroom·2 baths
Treasure Island • Florida

$609.40 USD total for 3 nights

Apr 22 – 25, 2027