Location

Dates

Guests

Vacation rentals in Holiday, Florida, United States

What could be more Florida than daquiries poolside?

Swimming in a heated pool at night?

Azul Paradise

5 bedrooms·4 baths

Indian Rocks Beach • Florida

5(41 reviews)

$ 2.495,04 USD $ 2.400,17 USD totaal voor 3 nachten

24–27 okt 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 totaal voor 3 nachten

24–27 okt 2026

Outdoor seating with Heated Pool

Pool Home-Close to Beach/St Pete

3 bedrooms·2 baths

Largo • Florida

$213 – $391/ nacht(excl. kosten & belastingen)

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

$ 563,29 USD totaal voor 3 nachten

24–27 okt 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

$ 543,93 USD totaal voor 3 nachten

30 okt – 2 nov 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

$ 631,48 USD totaal voor 3 nachten

30 okt – 2 nov 2026

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 totaal voor 4 nachten

1–5 apr 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 totaal voor 4 nachten

1–5 apr 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

$ 563,17 USD totaal voor 3 nachten

24–27 okt 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

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 $ 1.081,24 USD totaal voor 3 nachten

24–27 okt 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 totaal voor 3 nachten

26–29 okt 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 totaal voor 7 nachten

24–31 okt 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

Add a 2nd 6-seater golf cart after booking so everyone can ride

Bahia Paradise

4 bedrooms·4 baths

Indian Rocks Beach • Florida

5(1 review)

$ 2.287,02 USD totaal voor 3 nachten

1–4 nov 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

$ 3.350,52 USD $ 2.771,22 USD totaal voor 29 nachten

24 okt – 22 nov 2026

The open floor plan features an 8-foot island, connecting the gourmet kitchen, living, and dining areas. Surrounded by palm and oak trees, large windows offer views of nature w french doors leading to the outdoor deck and fully enclosed backyard

Bright dining area with seating for 8, surrounded by large windows and French doors overlooking the property’s tropical greenery. Perfect for family dinners, morning coffee, or gathering after a day in Tampa Bay.

Modern Luxury | Fenced | Pet Friendly

The living area with seating for eight, has views of the private garden set amongst oak trees, palm trees, birds of paradise making it the perfect place to relax and unwind or connect with friends and family. The sofa features a pull out queen bed.

Guest Room Featuring a Queen bed, smart TV & dedicated workspace

Modern Luxury | Fenced | Pet Friendly

3 bedrooms·2½ baths

Tampa • Florida

5(1 review)

$ 912,39 USD totaal voor 3 nachten

29 nov – 2 dec 2026

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.

Relax in the hot tub beneath the pergola with bar seating and ambient string lights.

Spacious great room with plenty of comfortable seating for the whole group to relax together.

Primary king suite with a private office and en suite bath.

The Salted Dream House

5 bedrooms·2½ baths

Largo • Florida

$ 2.770,06 USD totaal voor 5 nachten

24–29 okt 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)

$ 734,14 USD totaal voor 3 nachten

4–7 nov 2026

South Tampa Retreat | Pool, King Bed & Jacuzzi Tub

South Tampa Retreat | Pool, King Bed & Jacuzzi Tub

South Tampa Retreat | Pool, King Bed & Jacuzzi Tub

South Tampa Retreat | Pool, King Bed & Jacuzzi Tub

2 bedrooms·1 bath

Tampa • Florida

$ 1.189,19 USD totaal voor 7 nachten

24–31 okt 2026

Furnished 2BR Corporate Apartment in South Tampa | Pool, Parking

Furnished 2BR Corporate Apartment in South Tampa | Pool, Parking

Furnished 2BR Corporate Apartment in South Tampa | Pool, Parking

Furnished 2BR Corporate Apartment in South Tampa | Pool, Parking

2 bedrooms·1 bath

Tampa • Florida

$ 1.827,53 USD totaal voor 7 nachten

1–8 nov 2026

South Tampa 2BR Extended Stay Near TPA

South Tampa 2BR Extended Stay Near TPA

South Tampa 2BR Extended Stay Near TPA

South Tampa 2BR Extended Stay Near TPA

2 bedrooms·1 bath

Tampa • Florida

$ 1.634,69 USD totaal voor 7 nachten

30 okt – 6 nov 2026

Quiet South Tampa Apt Near Airport & Hospitals

Quiet South Tampa Apt Near Airport & Hospitals

Quiet South Tampa Apt Near Airport & Hospitals

Quiet South Tampa Apt Near Airport & Hospitals

2 bedrooms·1 bath

Tampa • Florida

$ 1.238,01 USD totaal voor 7 nachten

1–8 nov 2026

Welcome to your home away from home.

Keycode Door Lock for easy and private entry.

Entry to your spacious getaway.

Welcome to The Pelican where memories are ready to be made.

The Pelican on a Wide Canal w a Fun Spacious Home. image 5

The Pelican | Waterfront Hernando Beach Retreat

3 bedrooms·2 baths

Hernando Beach • Florida

5(14 reviews)

$ 1.318,85 USD totaal voor 3 nachten

24–27 okt 2026

Dschungel-Themenhaus von Busch Gardens

Dschungel-Themenhaus von Busch Gardens

Dschungel-Themenhaus von Busch Gardens

Dschungel-Themenhaus von Busch Gardens

Dschungel-Themenhaus von Busch Gardens

Dschungel-Themenhaus von Busch Gardens

3 bedrooms·2 baths

Tampa • Florida

$277/ nacht(excl. kosten & belastingen)