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

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

$1,035.08 USD total for 4 nights

Nov 15 – 19, 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 15 – 19, 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

Romantic Waterfront Getaway short walk to beach

3 bedrooms·2 baths
Indian Rocks Beach • Florida

$3,443.59 USD $2,845.67 USD total for 29 nights

Nov 15 – Dec 14, 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

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

No Crossing the Street You are Staying ON THE BEACH
Miles of Powder White Sand
Jump in the Gulf When it's Time for Water Break
Play doubles or 3x3 or 6x6
Living Room w/Recliners

Beach Paradise w/Balcony+Pool

2 bedrooms·2 baths
Indian Rocks Beach • Florida
4.6(5 reviews)

$1,985.41 USD total for 4 nights

Dec 4 – 8, 2026

Holiday Villa II #103 Beachside Condo
Holiday Villa II #103 Beachside Condo
Holiday Villa II #103 Beachside Condo
Holiday Villa II #103 Beachside Condo
Holiday Villa II #103 Beachside Condo

Holiday Villa II #103 Beachside Condo

2 bedrooms·2 baths
Indian Shores • Florida
5(86 reviews)

$1,566.18 USD total for 4 nights

Dec 6 – 10, 2026

Bay Shores Yacht & Tennis Club
Bay Shores Yacht & Tennis Club
Bay Shores Yacht & Tennis Club
Bay Shores Yacht & Tennis Club
Bay Shores Yacht & Tennis Club

Bay Shores Yacht & Tennis Club

2 bedrooms·2 baths
Indian Shores • Florida

$1,817.04 USD total for 7 nights

Jan 4 – 11, 2027

Master bedroom King Size Bed Sliding doors to balcony
Master Bedroom King size bed
Master Bedroom 42" Roku TV
Master bedroom Sliding doors to balcony
Master bedroom Reading chair with view of beach

Sea Gate 206 Beautiful Beach Front Condo/3 BR - 2 BTH

3 bedrooms·2 baths
Indian Shores • Florida
5(180 reviews)

$1,339.05 USD total for 3 nights

Nov 30 – Dec 3, 2026

Open-concept living with stylish dining area and stunning ocean-view balcony
Spacious Beachfront Condo with stunning Gulf views
Spacious Beachfront Condo with stunning Gulf views
Spacious Beachfront Condo with stunning Gulf views
Bright beachfront bedroom with private balcony and ocean views

Spacious Beachfront Condo with stunning Gulf views

3 bedrooms·2 baths
Indian Rocks Beach • Florida
4.64(11 reviews)

$1,178.52 USD total for 3 nights

Dec 10 – 13, 2026

Screened tropical pool retreat with cozy lighting and resort-style vibes
Twilight backyard retreat with private putting green and screened patio
Coastal-inspired game room with pool table for fun indoor hangouts
Private backyard movie nights under the string lights
Cozy fire pit, outdoor movie nights, and a resort-style screened pool

Sunny Daze Getaway

4 bedrooms·2 baths
Seminole • Florida

$925.00 USD total for 3 nights

Nov 15 – 18, 2026

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

Nov 15 – 22, 2026

The Cozy condo at Belleview Gulf
The Cozy condo at Belleview Gulf
The Cozy condo at Belleview Gulf
The Cozy condo at Belleview Gulf
The Cozy condo at Belleview Gulf

The Cozy condo at Belleview Gulf

0 bedrooms·1 bath
Indian Shores • Florida

$483.53 USD total for 3 nights

Nov 15 – 18, 2026

Across the street from Indian Shores Beach Condo
Across the street from Indian Shores Beach Condo
Across the street from Indian Shores Beach Condo
Across the street from Indian Shores Beach Condo
Across the street from Indian Shores Beach Condo

Across the street from Indian Shores Beach Condo

1 bedroom·1 bath
Indian Shores • Florida

$483.53 USD total for 3 nights

Nov 15 – 18, 2026

10mins to Madeira Beach, Elongated Pool/spa w/Foosball
10mins to Madeira Beach, Elongated Pool/spa w/Foosball
10mins to Madeira Beach, Elongated Pool/spa w/Foosball
10mins to Madeira Beach, Elongated Pool/spa w/Foosball
10mins to Madeira Beach, Elongated Pool/spa w/Foosball

10mins to Madeira Beach, Elongated Pool/spa w/Foosball

3 bedrooms·0 baths
Seminole • Florida

$603.00 USD total for 3 nights

Nov 15 – 18, 2026

"If your in Clearwater don't think twice this place it is great!! Jack and Shelly really out did them self. My new home every time we come. Don't miss out!" - Cortney
Waterfront Condo | Steps to Clearwater Beach 2King
" My favorite place to be was the large patio, soaking in the sights and sounds of the bay. I definitely would love to go back!" - Kristine
"The place was gorgeous and well worth the price." - Rob
"My family very much enjoyed our stay in Clearwater beach and waking up to the gorgeous views of Clearwater Bay. The unit was large and very clean with a lot of helpful items (many kitchen utensils and products, beach towels and chairs, games, etc). We were sad to leave!" - Sierra

Waterfront Condo | Steps to Clearwater Beach 2King

3 bedrooms·2 baths
Clearwater • Florida

$1,330.00 USD total for 3 nights

Nov 15 – 18, 2026

Harborview Grande #405
Harborview Grande #405
Harborview Grande #405
Harborview Grande #405
Harborview Grande #405

Harborview Grande #405

3 bedrooms·2 baths
Clearwater • Florida
5(71 reviews)

$2,145.95 USD total for 4 nights

Nov 15 – 19, 2026

Start your morning with coffee on your private balcony overlooking the peaceful harbor.
Bright, comfortable living room with beautiful harbor views and plenty of space to relax.
KING + TWIN bedroom with a dedicated workspace—flexible sleeping for families plus room to work.
Private KING bedroom with TV, ceiling fan, charging stations and plenty of storage.
Heated waterfront pool and sundeck overlooking the harbor—perfect after a day at the beach.

Dock of the Bay, #204 Walk Everywhere • Harbor Views • 2 King Suites

2 bedrooms·2 baths
Clearwater • Florida
5(210 reviews)

$1,066.90 USD total for 3 nights

Nov 19 – 22, 2026

Welcome to Dock Holiday! Bright waterfront living with beautiful harbor views and Clearwater Beach just a 5-minute walk away.
Relax on your private balcony overlooking the harbor—perfect for morning coffee or an evening glass of wine.
Private KING bedroom with TV, ceiling fan, charging stations and plenty of storage.
Two QUEEN beds make this spacious second suite ideal for families, friends, or groups who want comfortable sleeping arrangements and plenty of room.
Enjoy the heated bayfront swimming pool and sundeck—perfect for swimming, lounging, and relaxing with beautiful harbor views.

Dock Holiday, #205 Walk to Beach! Pool + Free Parking + Beach Gear

2 bedrooms·2 baths
Clearwater • Florida
5(198 reviews)

$1,095.06 USD total for 3 nights

Dec 7 – 10, 2026

Dockside Duo = TWO complete side-by-side waterfront condos—perfect for families and friends traveling together.
Beautiful harbor views from your private balconies—start the morning with coffee by the water.
Condo #1 – Dock of the Bay: Spacious waterfront living room with sleeper sofa, Roku TV and Cable.
Condo #2 – Dock Holiday: Bright waterfront living room with sleeper sofa, Roku TV and Cable.
Condo #1 – Dock of the Bay: Comfortable KING bedroom with TV, ceiling fan, charging stations and ample storage.

Dockside Duo, #204 & #205 Side-by-Side Waterfront Condos | Walk to Beach

4 bedrooms·4 baths
Clearwater • Florida
5(7 reviews)

$2,812.07 USD total for 4 nights

Dec 7 – 11, 2026

Pelican Point Clearwater Beach view
Pelican Point Clearwater Beach view
Pelican Point Clearwater Beach view
Pelican Point Clearwater Beach view
Pelican Point Clearwater Beach view

Pelican Point Clearwater Beach view

1 bedroom·1 bath
Clearwater • Florida

$516.00 USD total for 3 nights

Nov 20 – 23, 2026

Beautiful 1BR Condo only steps to the water & fun! image 8
Beautiful 1BR Condo only steps to the water & fun! image 5
Beautiful 1BR Condo only steps to the water & fun! image 55
Beautiful 1BR Condo only steps to the water & fun! image 3
Welcome to beautiful North Redington Beach, FL.

No Cleaning Fee, 0min to Beach, 1BR w/ parking

1 bedroom·1 bath
North Redington Beach • Florida
5(46 reviews)

$720.60 USD total for 4 nights

Nov 15 – 19, 2026

Sun Harbor Bay Haven-4 min walk to the beach, dog friendly
Sun Harbor Bay Haven-4 min walk to the beach, dog friendly
Sun Harbor Bay Haven-4 min walk to the beach, dog friendly
Sun Harbor Bay Haven-4 min walk to the beach, dog friendly
Sun Harbor Bay Haven-4 min walk to the beach, dog friendly

Sun Harbor Bay Haven-4 min walk to the beach, dog friendly

3 bedrooms·2½ baths
Clearwater • Florida
5(22 reviews)

$1,219.27 USD total for 3 nights

Nov 17 – 20, 2026