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

$4,832.83 USD $3,957.06 USD total for 29 nights

Oct 7 – Nov 5, 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)
Private backyard retreat with hot tub, fire pit & outdoor dining under café lights
Relax under the courtyard pergola beside the fire table in your private outdoor lounge.
Evening fire pit seating for the whole group, plus BBQ grill and outdoor dining
Relax in the hot tub beneath the pergola with bar seating and ambient string lights.
Comfortable Seating for Family Movie Nights

The Salted Dream House

5 bedrooms·2½ baths
Largo • Florida

$1,840.80 USD total for 3 nights

Sep 22 – 25, 2026

Welcome to Emperor Rentals!
Step outside onto your private outdoor sanctuary, a haven of serenity and natural beauty.
Featuring a plush blue couch that beckons you to sink in and relax.

Tidal Retreat

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

$1,080.57 USD total for 3 nights

Oct 10 – 13, 2026

Twin Oaks | Pool, Tiki Bar, Fire Pit | 5 Min Beach
A beautifully appointed coastal living room featuring a white brick fireplace with blue accents, a marlin wall sculpture, built-in shelving, and plush nautical-themed seating at Twin Oaks Coastal Luxury.
A bright, airy second living space with white slipcovered sofas, a distressed wood coffee table, starfish accents, and large plantation shuttered windows overlooking lush Florida greenery.
Castaway's Respite, a serene double-queen bedroom at Twin Oaks Coastal Luxury, features coastal patchwork quilts, seashell wall art, warm wood headboards, and a soft, beachy feel that sleeps four comfortably.
Twin Oaks Tiki Bar

Twin Oaks | Pool, Tiki Bar, Fire Pit | 5 Min Beach

4 bedrooms·3 baths
Largo • Florida
5(51 reviews)
$207 – $732/ night(excl. fees & taxes)
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)

$1,696.00 USD total for 3 nights

Sep 22 – 25, 2026

Family & pet friendly 4-bedroom home • heated pool image 1
Pool View 2
Front of the house
Family & pet friendly 4-bedroom home • heated pool image 4
Family & pet friendly 4-bedroom home • heated pool image 5

Family & pet friendly 4-bedroom home • heated pool

4 bedrooms·2 baths
Largo • Florida
4.72(133 reviews)

$735.00 USD total for 3 nights

Sep 22 – 25, 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

Oct 22 – 25, 2026

Welcome to the Lakeside Retreat -This tranquil estate awaits!
Nestled right on Lake Seminole, the backyard gazebo and pool area provide stunning views!
Our unique 4-plex floor plan gives your large group the ability to gather…
…while still having moments of privacy in their own suites.
Each suite is inspired by one of the 4 elements: Earth, Air, Fire, & Water

Lakeside Retreat-4plex Sleeps 20

9 bedrooms·5 baths
Largo • Florida
5(19 reviews)
$1,500/ night(excl. fees & taxes)
Lakeside Retreat-4plex Sleeps 20
Lakeside Retreat-4plex Sleeps 20
Lakeside Retreat-4plex Sleeps 20
Lakeside Retreat-4plex Sleeps 20
Lakeside Retreat-4plex Sleeps 20

Lakeside Retreat-4plex Sleeps 20

9 bedrooms·5 baths
Largo • Florida
$344 – $1,868/ night(excl. fees & taxes)
9BR Heated Pool • Hot Tub • Golf Simulator
9BR Heated Pool • Hot Tub • Golf Simulator
9BR Heated Pool • Hot Tub • Golf Simulator
9BR Heated Pool • Hot Tub • Golf Simulator
9BR Heated Pool • Hot Tub • Golf Simulator

9BR Heated Pool • Hot Tub • Golf Simulator

9 bedrooms·4 baths
Largo • Florida
$440 – $3,148/ night(excl. fees & taxes)
PALM HARBOR| Heated Pool| Games| Office
Step into the spacious dining room that exudes the elegance of a magazine cover.
The adults enjoy a relaxed conversation, occasionally glancing over at the children, full of energy and enthusiasm, are happily engaged in their playful activities in the pool.
A dining table, capable of accommodating up to 10 guests, takes center stage, beckoning family reunions and memorable gatherings with friends.
PALM HARBOR| Heated Pool| Games| Office

PALM HARBOR| Heated Pool| Games| Office

4 bedrooms·2 baths
Palm Harbor • Florida
5(38 reviews)

$1,312.00 USD total for 3 nights

Sep 22 – 25, 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

$1,353.05 USD total for 3 nights

Sep 26 – 29, 2026

Sand Castle III #603
Sand Castle III #603
Sand Castle III #603
Sand Castle III #603
Sand Castle III #603

Sand Castle III #603

3 bedrooms·2 baths
Indian Shores • Florida
$265 – $360/ night(excl. fees & taxes)
Sand Castle II #2703
Sand Castle II #2703
Sand Castle II #2703
Sand Castle II #2703
Sand Castle II #2703

Sand Castle II #2703

3 bedrooms·2 baths
Indian Rocks Beach • Florida
$226 – $307/ night(excl. fees & taxes)
Waterfront 2/1 Apt in heart of Palm Harbor/Ozona image 1
Waterfront 2/1 Apt in heart of Palm Harbor/Ozona image 2
Waterfront 2/1 Apt in heart of Palm Harbor/Ozona image 3
Waterfront 2/1 Apt in heart of Palm Harbor/Ozona image 4
Waterfront 2/1 Apt in heart of Palm Harbor/Ozona image 5

Waterfront 2/1 Apt in heart of Palm Harbor/Ozona

2 bedrooms·1 bath
Palm Harbor • Florida
4.85(62 reviews)

$1,175.00 USD total for 4 nights

Sep 22 – 26, 2026

3 bed/2 bath Home W/ Gulf Water Access image 1
3 bed/2 bath Home W/ Gulf Water Access image 2
3 bed/2 bath Home W/ Gulf Water Access image 3
3 bed/2 bath Home W/ Gulf Water Access image 4
3 bed/2 bath Home W/ Gulf Water Access image 5

3 bed/2 bath Home W/ Gulf Water Access

3 bedrooms·2 baths
Palm Harbor • Florida
4.71(45 reviews)

$975.00 USD total for 4 nights

Sep 22 – 26, 2026

Waterview Condos #403
Waterview Condos #403
Waterview Condos #403
Waterview Condos #403
Waterview Condos #403

Waterview Condos #403

2 bedrooms·2 baths
Indian Rocks Beach • Florida
$128 – $171/ night(excl. fees & taxes)
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

$1,401.75 USD total for 3 nights

Oct 16 – 19, 2026

Mariner's Pointe #203
Mariner's Pointe #203
Mariner's Pointe #203
Mariner's Pointe #203
Mariner's Pointe #203

Mariner's Pointe #203

2 bedrooms·2 baths
Indian Shores • Florida
$141 – $194/ night(excl. fees & taxes)
Sea Shell #17
Sea Shell #17
Sea Shell #17
Sea Shell #17
Sea Shell #17

Sea Shell #17

3 bedrooms·2½ baths
Indian Shores • Florida
$134 – $184/ night(excl. fees & taxes)
Mariner's Pointe #401
Mariner's Pointe #401
Mariner's Pointe #401
Mariner's Pointe #401
Mariner's Pointe #401

Mariner's Pointe #401

2 bedrooms·2 baths
Indian Shores • Florida
$138 – $189/ night(excl. fees & taxes)
Mariner's Pointe #402
Mariner's Pointe #402
Mariner's Pointe #402
Mariner's Pointe #402
Mariner's Pointe #402

Mariner's Pointe #402

2 bedrooms·2 baths
Indian Shores • Florida
$138 – $189/ night(excl. fees & taxes)
Mariner's Pointe #503
Mariner's Pointe #503
Mariner's Pointe #503
Mariner's Pointe #503
Mariner's Pointe #503

Mariner's Pointe #503

2 bedrooms·2 baths
Indian Shores • Florida
$138 – $189/ night(excl. fees & taxes)