BlueJay's Nest: private retreat w/ yard and patio image 1
BlueJay's Nest: private retreat w/ yard and patio image 2
Queen bed
BlueJay's Nest: private retreat w/ yard and patio image 4
Full bath with light-up mirror and extra supplies.

BlueJay's Nest: private retreat w/ yard and patio

2 bedrooms·1 bath
Clearwater • Florida
5(67 reviews)

711,90 $ USD total por 3 noches

24–27 oct 2026

BlueJay's Nest: Game Room, King Bed, Walk to Water image 2
BlueJay's Nest: Game Room, King Bed, Walk to Water image 1
BlueJay's Nest: Game Room, King Bed, Walk to Water image 3
BlueJay's Nest: Game Room, King Bed, Walk to Water image 4
BlueJay's Nest: Game Room, King Bed, Walk to Water image 5

BlueJay's Nest: Game Room, King Bed, Walk to Water

2 bedrooms·1 bath
Clearwater • Florida
5(30 reviews)

892,70 $ USD total por 3 noches

24–27 oct 2026

Oasis Paradise unit
Oasis Paradise unit
Oasis Paradise unit
Oasis Paradise unit
Oasis Paradise unit

Oasis Paradise unit

1 bedroom·1 bath
Clearwater • Florida

447,00 $ USD total por 3 noches

24–27 oct 2026

The Oaks at Keene Estate
The Oaks at Keene Estate
The Oaks at Keene Estate
The Oaks at Keene Estate
The Oaks at Keene Estate

The Oaks at Keene Estate

6 bedrooms·4 baths
Clearwater • Florida

3855,00 $ USD total por 4 noches

17–21 mar 2027

Bring your bike or enjoy the Complimentary bikes available. Actual model may varies. Pinellas trail is about 0.3 miles away, perfect for biking and walking.
Adorable Bungalow near beach, DT. Pet & Bike. image 2
Adorable Bungalow near beach, DT. Pet & Bike. image 3
Fully equipped kitchen.
Adorable Bungalow near beach, DT. Pet & Bike. image 5

Adorable Private Bungalow

2 bedrooms·1 bath
Clearwater • Florida
4.81(264 reviews)
$109 – $179/ noche(sin comisiones ni impuestos)
Sweet Craftsman home, free bikes, near beach & DT image 1
Sweet Craftsman home, free bikes, near beach & DT image 2
Sweet Craftsman home, free bikes, near beach & DT image 3
Sweet Craftsman home, free bikes, near beach & DT image 4
Sweet Craftsman home, free bikes, near beach & DT image 5

Adorable Private Craftsman

2 bedrooms·1 bath
Clearwater • Florida
4.86(267 reviews)

532,00 $ USD total por 3 noches

25–28 oct 2026

FREE heated swimming Pool. SPA does not have a jet pump.
Large Heated Pool
4 bikes are provided with Helmets. 2 adults and 2 kids bike.
Garage game room. w/foosball table, pingpong, easel for kids
beach umbrellas, beach chairs and coolers are provided.

FREE Pool Heating! Pet-Friendly!!!SPECIAL PRICING 04/13-04/30 ONLY!!!

3 bedrooms·0 baths
Palm Harbor • Florida

673,00 $ USD total por 3 noches

24–27 oct 2026

Huge 8BR Stay | Heated Pool, Game Room, Near Beach
Huge 8BR Stay | Heated Pool, Game Room, Near Beach
Huge 8BR Stay | Heated Pool, Game Room, Near Beach
Huge 8BR Stay | Heated Pool, Game Room, Near Beach
Bedroom 7. Kids Nerf Bedroom - 2 Single Beds. No EnSuite Bathroom. 2nd Floor

Huge 8BR Stay | Heated Pool, Game Room, Near Beach

8 bedrooms·7 baths
Palm Harbor • Florida

1567,00 $ USD total por 3 noches

29 oct – 1 nov 2026

Margaritaville Pool Home
LR with two queen sleeper sofas with memory foam mattresses
LR with two queen sleeper sofas
LR and Dining area
LR and Ding area

Margaritaville Pool Home

3 bedrooms·2 baths
Clearwater • Florida
4.85(65 reviews)

1937,90 $ USD 1620,60 $ USD total por 4 noches

24–28 oct 2026

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)

1195,00 $ USD total por 4 noches

24–28 oct 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
4.74(50 reviews)

1450,00 $ USD total por 5 noches

26–31 mar 2027

Waterfront 2/1 Apt. Ozona/Palm Harbor (Beachcomber image 1
Waterfront 2/1 Apt. Ozona/Palm Harbor (Beachcomber image 2
Waterfront 2/1 Apt. Ozona/Palm Harbor (Beachcomber image 3
Waterfront 2/1 Apt. Ozona/Palm Harbor (Beachcomber image 4
Waterfront 2/1 Apt. Ozona/Palm Harbor (Beachcomber image 5

Waterfront 2/1 Apt. Ozona/Palm Harbor (Beachcomber

2 bedrooms·1 bath
Palm Harbor • Florida
4.86(74 reviews)

762,00 $ USD total por 3 noches

24–27 oct 2026

The Corner Cottage image 1
The Corner Cottage image 2
The Corner Cottage image 3
The Corner Cottage image 4
The Corner Cottage image 5

The Corner Cottage

2 bedrooms·1 bath
Palm Harbor • Florida
4.94(18 reviews)

620,00 $ USD 595,25 $ USD total por 3 noches

26–29 oct 2026

Pvt Pool, Free Kayaks, Steps to Gulf, Fish, Bike Trail +
Pvt Pool, Free Kayaks, Steps to Gulf, Fish, Bike Trail +
Pvt Pool, Free Kayaks, Steps to Gulf, Fish, Bike Trail +
Pvt Pool, Free Kayaks, Steps to Gulf, Fish, Bike Trail +
Pvt Pool, Free Kayaks, Steps to Gulf, Fish, Bike Trail +

Pvt Pool, Free Kayaks, Steps to Gulf, Fish, Bike Trail +

1 bedroom·1 bath
Dunedin • Florida
5(93 reviews)

480,03 $ USD total por 3 noches

29 oct – 1 nov 2026

Coastal Cottage Near Beaches w/ Golf Cart Rental! image 1
Rent our Golf Cart, "Bolt" !
Coastal Cottage Near Beaches w/ Golf Cart Rental! image 3
Coastal Cottage Near Beaches w/ Golf Cart Rental! image 4
Master Suite

Coastal Cottage Near Beaches w/ Golf Cart Rental!

2 bedrooms·2 baths
Palm Harbor • Florida
4.99(71 reviews)

759,00 $ USD total por 3 noches

24–27 oct 2026

Sit back and enjoy this beautiful coastal home where u can relax and enjoy what Florida can offer.
Pool home minutes from the beach. image 2
Pool home minutes from the beach. image 12
Pool home minutes from the beach. image 14
Pool home minutes from the beach. image 4

Pool home minutes from the beach.

3 bedrooms·2 baths
Palm Harbor • Florida
5(33 reviews)

950,00 $ USD total por 3 noches

30 oct – 2 nov 2026

Front of Home
Front door to unit
Entrance Stairs
Kitchen
Closet in Kitchen area

The Blue House in Clearwater

2 bedrooms·1 bath
Clearwater • Florida

3559,50 $ USD total por 30 noches

24 oct – 23 nov 2026

Kitchen
A little piece of Beach House Heaven!
Waterfront Beach House Steps Away from #1 Beach!
Master Bedroom Balcony!
2nd floor (main living space) with gourmet kitchen and waterfront balcony attached!

Waterfront Beach House Steps Away from #1 Beach!

3 bedrooms·2 baths
Pinellas County • Florida
5(60 reviews)

2094,16 $ USD total por 3 noches

24–27 oct 2026

Waterfront in paradise!
Waterfront in paradise!
Waterfront in paradise!
Waterfront in paradise!
Waterfront in paradise!

Waterfront in paradise!

3 bedrooms·3 baths
Palm Harbor • Florida

2740,09 $ USD total por 14 noches

24 oct – 7 nov 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

1406,00 $ USD total por 3 noches

24–27 oct 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

1168,27 $ USD total por 3 noches

25–28 oct 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

1186,13 $ USD 1096,90 $ USD total por 3 noches

25–28 oct 2026

Chris and Sarah’s Palm Harbor, FL Beach Getaway!
Chris and Sarah’s Palm Harbor, FL Beach Getaway!
Chris and Sarah’s Palm Harbor, FL Beach Getaway!
Chris and Sarah’s Palm Harbor, FL Beach Getaway!
Chris and Sarah’s Palm Harbor, FL Beach Getaway!

Chris and Sarah’s Palm Harbor, FL Beach Getaway!

3 bedrooms·2 baths
Palm Harbor • Florida
5(17 reviews)

1857,84 $ USD total por 6 noches

24–30 oct 2026

Gulf Breeze Getaway - Sand Key image 1
Gulf Breeze Getaway - Sand Key image 2
Gulf Breeze Getaway - Sand Key image 3
Gulf Breeze Getaway - Sand Key image 4
Gulf Breeze Getaway - Sand Key image 5

Gulf Breeze Getaway - Sand Key

2 bedrooms·2 baths
Clearwater • Florida

5650,00 $ USD total por 30 noches

24 oct – 23 nov 2026