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Vacation rentals in Holiday, Florida, United States

Modern 2BR w/ Pool + Pet-Friendly | Unit #21

Modern 2BR w/ Pool + Pet-Friendly | Unit #21

Modern 2BR w/ Pool + Pet-Friendly | Unit #21

Modern 2BR w/ Pool + Pet-Friendly | Unit #21

Modern 2BR w/ Pool + Pet-Friendly | Unit #21

Modern 2BR w/ Pool + Pet-Friendly | Unit #21

2 bedrooms·2 baths

Tampa • Florida

$ 902,30 USD $ 837,33 USD totaal voor 3 nachten

27–30 okt 2026

Modern 2BR w/ Pool + Pet-Friendly | Unit #22

Modern 2BR w/ Pool + Pet-Friendly | Unit #22

Modern 2BR w/ Pool + Pet-Friendly | Unit #22

Modern 2BR w/ Pool + Pet-Friendly | Unit #22

Modern 2BR w/ Pool + Pet-Friendly | Unit #22

Modern 2BR w/ Pool + Pet-Friendly | Unit #22

2 bedrooms·2 baths

Tampa • Florida

$ 989,31 USD $ 915,63 USD totaal voor 3 nachten

31 okt – 3 nov 2026

Modern 2BR w/ Pool + Pet-Friendly | Unit #24

Modern 2BR w/ Pool + Pet-Friendly | Unit #24

Modern 2BR w/ Pool + Pet-Friendly | Unit #24

Modern 2BR w/ Pool + Pet-Friendly | Unit #24

Modern 2BR w/ Pool + Pet-Friendly | Unit #24

Modern 2BR w/ Pool + Pet-Friendly | Unit #24

2 bedrooms·2 baths

Tampa • Florida

$ 782,52 USD $ 729,52 USD totaal voor 3 nachten

26–29 okt 2026

Welcome to 👑 Emperor Rentals ❤️ - The Gold Standard in Tampa Bay Vacation Rentals!

Cozy living and dining area with smart TV and ping pong table you can enjoy with family and friends. Send us an inquiry now!

Lovely bedroom that has king size bed, single bunkbed, drawers and a smart TV. Perfect for family with kids or an inseparable group of friends. Id you think this property suits your needs, send us an inquiry as soon as possible!

Ample lighting fixtures, strategically placed throughout the area, ensure optimal visibility for gaming and socializing, even during intense matches that stretch into the evening hours.

As you step into this enticing recreational area beside the living area, the pool table convertible to a ping pong table takes center stage, inviting you to embrace the thrill of gaming.

Emperor Castle

3 bedrooms·2 baths

Tampa • Florida

5(69 reviews)

$ 844,94 USD totaal voor 3 nachten

25–28 okt 2026

Comfy Living Room with 55" TV

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 totaal voor 3 nachten

24–27 okt 2026

Urban Oasis: Queen Suite with Gym, Pool & Breakfast image 1

Urban Oasis: Queen Suite with Gym, Pool & Breakfast image 2

Urban Oasis: Queen Suite with Gym, Pool & Breakfast image 3

Urban Oasis: Queen Suite with Gym, Pool & Breakfast image 4

Urban Oasis: Queen Suite with Gym, Pool & Breakfast image 5

Urban Oasis: Queen Suite with Gym, Pool & Breakfast

1 bedroom·1 bath

Tampa • Florida

$ 885,30 USD totaal voor 3 nachten

24–27 okt 2026

Urban Oasis: 2BR Suite with Gym, Pool & Breakfast image 1

Urban Oasis: 2BR Suite with Gym, Pool & Breakfast image 2

Urban Oasis: 2BR Suite with Gym, Pool & Breakfast image 3

Urban Oasis: 2BR Suite with Gym, Pool & Breakfast image 4

Urban Oasis: 2BR Suite with Gym, Pool & Breakfast image 5

Urban Oasis: 2BR Suite with Gym, Pool & Breakfast

2 bedrooms·1 bath

Tampa • Florida

$ 1.130,46 USD totaal voor 3 nachten

24–27 okt 2026

Dolphin's Lookout

Dolphin's Lookout - Primary Bedroom

Dolphin's Lookout - Queen Sofa Sleeper

Dolphins Lookout Full Kitchen

Sea Club Community Swimming Pool

Sea Club Condo #32

2 bedrooms·2 baths

Indian Shores • Florida

Sunset on Indian Shores Beach

Community Swimming Pool

The Intracoastal #205

3 bedrooms·2 baths

Indian Shores • Florida

Covered waterfront Condo!

Primary Bedroom - King size bed

Primary Bedroom

Living Space with a View

Sea Club Condo #102

1 bedroom·1 bath

Indian Shores • Florida

Sea Haven - 2 Bedroom Condo Intracoastal Views

Sea Haven Living Space

Sea Haven Kitchen

Good Vibes Only Sitting Area

Sea Haven Guest Bedroom

Sea Club Condo #47

2 bedrooms·2 baths

Indian Shores • Florida

Private Covered Balcony on Intercoastal

Anchor's Away Living Room

Tower with Elevator for #502

Anchor's Away - Two Queen Beds

Sea Club Condo #502

1 bedroom·1 bath

Indian Shores • Florida

Isle Be Back - Perfect View to Dolphin Watch

Dining & Living Space

Bedroom - 1 Queen / 1 Full

Bedroom - 1 Queen / 1 Full

Sea Club Condo #402

1 bedroom·1 bath

Indian Shores • Florida

$ 1.267,86 USD totaal voor 6 nachten

16–22 mrt 2027

Coastal Breeze Covered Waterfront Balcony

Coastal Breeze Master Bedroom - King Bed with Water Views

NEWLY RENOVATED!!!

Coastal Breeze Kitchen

Coastal Breeze Guest Bedroom

Sea Club Condo #503

2 bedrooms·2 baths

Indian Shores • Florida

Primary Bedroom Waterviews

Paradise Palms Intracoastal Sunrise Views

Paradise Palms Private - Balcony on Intercoastal

Primary Bedroom Waterviews

Paradise Palms Kitchen

Sea Club Condo #103

2 bedrooms·2 baths

Indian Shores • Florida

Pelican's Perch - Views, Views, Views

Indian Shores Florida

Pelican's Perch Guest Bedroom

Pelican's Perch Master Bedroom

Sea Club Community Pool

Sea Club Condo #105

2 bedrooms·2 baths

Indian Shores • Florida

Gone Coastal - One Bedroom Sleeps 4 Waterfront Condo

Gone Coastal Bedroom

Gone Coastal Living Room

Sea Club Community Swimming Pool

Indian Shores Beaches

Sea Club Condo #304

1 bedroom·1 bath

Indian Shores • Florida

Private Covered Patio

Casa Intercoastale - One Bedroom Condo Waterfront

Casa Intercoastale - Private Covered Patio with Amazing Views

Sea Club Swimming Pool

Sea Club Condo #204

1 bedroom·1 bath

Indian Shores • Florida

Beautiful Intercoastal Views

Casa Con Vista - One Bedroom Condo Waterfront

Living Space with Water Views

Sea Club Community Heated Swimming Pool

Sea Club Condo #104

1 bedroom·1 bath

Indian Shores • Florida

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

$ 961,00 USD totaal voor 3 nachten

1–4 nov 2026

Dolphin's Den View from Covered Balcony

Dolphin's Den Living Space

Dolphin's Den Master Bedroom

Dolphin's Den Master Bedroom

Dolphin's Den Kitchen

Sea Club Condo 14 - Dolphins Den

2 bedrooms·2 baths

Indian Shores • Florida

Sea Club Condo #44

Sea Club Condo #44

2 bedrooms·2 baths

Indian Shores • Florida

Sea Club #19 Intracoastal Condo

Sea Club #19 Intracoastal Condo

Sea Club #19 Intracoastal Condo

Sea Club #19 Intracoastal Condo

Sea Club #19 Intracoastal Condo

Sea Club #19 Intracoastal Condo

2 bedrooms·2 baths

Indian Shores • Florida

Floriday's Covered Patio Poolviews

Sea Club 18 Floridays Poolview

Floriday's Guest Bedroom

Floriday's Kitchen

Sea Club Community Pool

Sea Club Condo #18

2 bedrooms·2 baths

Indian Shores • Florida