Holiday, FL Condos for Rent

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Our top choices for Holiday condo rentals

1. Innisbrook Getaway With Pool Access

Palm Harbor

Jason

$189 nightly

Nov 6 - Nov 7

Total with taxes and fees

A modern building with a flat roof and large windows.

2. Innisbrook 2BR Getaway With Balcony & Pool

Palm Harbor

Indy J.

$258 nightly

Nov 7 - Nov 8

Total with taxes and fees

A modern kitchen with dark cabinetry, a stainless steel sink, and a bar area with a stool.

3. Private nudist resort! New AC & sectional. rent 3 get 1 free. Spring specials

Paradise Lakes

Luis

$156 nightly

Dec 2 - Dec 3

Total with taxes and fees

A hotel with a swimming pool, lounge chairs, and a well-lit outdoor area.

4. PROMO PRICES - POOL VIEW - CLEARWATER BEACH - FREE WI-FI/PARKING

Clearwater

Scott F.

$265 nightly

Nov 10 - Nov 11

Total with taxes and fees

A balcony with a view of a body of water during sunset.

5. Condo in Waterfront Resort - Clearwater Beaches & Honeymoon Island, Free Bikes

Dunedin

Martha E.

$231 nightly

Nov 15 - Nov 16

Total with taxes and fees

A pool area with lounge chairs, palm trees, and a building with multiple windows.

6. An oasis of serenity: secluded 1BR w/ King Bed, Free parking, Free Gym, Pool

Clearwater

David D.

$249 nightly

Nov 10 - Nov 11

Total with taxes and fees

A spacious living room with a stone fireplace, comfortable seating, and large windows.

7. PROMO PRICES!!CLEARWATER BEACH 2beds,2baths,FREE WI-FI/Parking in gated comunity

Clearwater

Rachel D.

$303 nightly

Nov 16 - Nov 17

Total with taxes and fees

A large outdoor swimming pool with a curved design, surrounded by lounge chairs and umbrellas, and a building with a tiled roof in the background.

8. BEAUTIFUL CONDO MINUTES FROM GORGEOUS BEACHES & FAMILY ATTRACTIONS

Clearwater

Barbara S.

$243 nightly

Nov 20 - Nov 21

Total with taxes and fees

A pool area with lounge chairs and umbrellas, a clear sky, and a view of the sea.

9. Dunedin Condo on the Water

Dunedin

Jan D.

$252 nightly

Nov 8 - Nov 9

Total with taxes and fees

A balcony with white chairs and a glass railing overlooking a beach and a building.

10. 2/2 Penthouse, Clearwater Beach, 801 Avalon!

Clearwater

Robert D.

$426 nightly

Dec 1 - Dec 2

Total with taxes and fees

A spacious living area with a sofa, TV, and a bench.

11. CHARMING CONDO MINUTES FROM GORGEOUS BEACHES & LOTS OF ATTRACTIONS

Clearwater

thomas r.

$228 nightly

Nov 8 - Nov 9

Total with taxes and fees

A hotel room with a bed, a desk, a chair, a dresser, and a TV on the wall.

12. Pelican Pointe 418:Walk to Beach~Pool~Free Parking

Clearwater Beach

Tony E.

$173 nightly

Dec 2 - Dec 3

Total with taxes and fees

A bedroom with a bed, a desk, and a chair.

13. Pelican Pointe 116:Walk to Beach~Pool~Free Parking

Clearwater Beach

Robert

$179 nightly

Dec 2 - Dec 3

Total with taxes and fees

14. Condo On The Beach - Heated Pool - Self Check-in

Belleair Beach

Todd A.

$214 nightly

Nov 9 - Nov 10

Total with taxes and fees

A pool area with lounge chairs and a view of the sunset over the ocean.

15. Studio On The Beach - Heated Pool - Self Check-in

Belleair Beach

Jerry R.

$193 nightly

Nov 8 - Nov 9

Total with taxes and fees

A modern kitchen with stainless steel appliances, white cabinetry, a microwave, and a built-in oven.

16. Brithday Suit Suite with WiFi in Paradise Lakes Clothing Optional Complex

Lutz

Connie E.

$184 nightly

Nov 9 - Nov 10

Total with taxes and fees

17. Luxury Waterfront Condo with Heated Pool and Balcony

Rocky Point

Wendy S.

$278 nightly

Nov 18 - Nov 19

Total with taxes and fees

A modern kitchen with a large island, a dining area with a sofa and chairs, and large windows offering a city view.

18. Clearwater Beach, Stunning 2/2.5, City View, 304

Clearwater Beach

Taylor M.

$454 nightly

Nov 8 - Nov 9

Total with taxes and fees

A balcony with two chairs and a small table, overlooking a sunset over the ocean with a cityscape in the background.

19. Sunset over Tampa Bay! Cozy 1-bedroom condo with private balcony!

Rocky Point

Joan L.

$220 nightly

Nov 9 - Nov 10

Total with taxes and fees

A modern bedroom with a large bed, a nightstand with a lamp, and artwork on the walls.

20. BEST BEACH LOCATION 1 Bedroom w KING BED,Htd POOL 2 FIREPLACE 2 TVs FREE PARKING

Clearwater

Laura M.

$193 nightly

Dec 2 - Dec 3

Total with taxes and fees

View all properties

Learn more about Holiday

Nestled along the Gulf Coast, this relaxed town offers pristine beaches and the stunning Anclote River Park for kayaking adventures. Locals recommend exploring the Suncoast Trail by bike and timing your visit to Holiday's lively seasonal festivals where seafood is always the star.

See all hotels in Holiday

A calm lake with a dock, a boat, and a building surrounded by trees.

Top reviews in Holiday

A balcony with a white sofa, a small table with drinks, and a potted plant.

Ivory Sands Beach Suites

Clearwater Beach

10/10 Excellent

katelyn

A modern building with a wooden facade, numbered 432 and 434, and a string of lights above the entrance.

Blue Wave Suites

Clearwater Beach

10/10 Excellent

Kimberly

A hotel pool area with sun loungers and a clear blue pool.

ChartHouse Clearwater Beach Marina Hotel

Clearwater Beach

10/10 Excellent

Jessica

A modern reception area with a wooden panel wall, a crescent moon design, and a counter with computers.

Comfort Inn & Suites New Port Richey Downtown District

New Port Richey

10/10 Excellent

Hotel & room was clean!! Staff were friendly & great!! Staff seemed to enjoy their jobs. This was the best hotel we stayed at during our 2 week roadtrip. After our mishap at the beach, we were low in spirits. We got back to the hotel late at 11pm & we were so surprised to see our room had been cleaned. All the other hotels we stayed at you had to request for a cleaning service. They even put a mini Easter basket with treats in our room. I know to others this may not be much, but it lifted my...

Kayoua

A large, multi-story house with a covered patio area, multiple windows, and a well-maintained lawn.

Belleview Inn

Belleair

10/10 Excellent

Anonymous traveler

A lobby with a reception desk, green upholstered seating, a white coffee table, and a blue patterned rug.

Fairfield Inn & Suites Holiday Tarpon Springs

Holiday

10/10 Excellent

The stay was great and the room was spacious with a King size bed and a large bathroom. The area was quiet and easy to sleep. The breakfast in the morning was hot with a lot of options. There was plenty of parking and a great accommodating staff at the front desk both morning and night. It's in a great location and easy to get to as well.l The stay was great for the few days we were there. The only thing was the bed was made a little funky one day with a blanket being made over the bed and...

Paige

A hotel with a central courtyard, palm trees, and a well-lit entrance.

Holiday Inn Express Hotel & Suites Clearwater North-Dunedin by IHG

Downtown Dunedin

10/10 Excellent

Gary

A multi-story hotel with a covered entrance, outdoor seating area, and a staircase leading to the upper levels.

The Grant Street Inn Dunedin Downtown Historic District, an Ascend Collection Hotel

Downtown Dunedin

10/10 Excellent

KEVIN

A spacious lobby with a central fountain, large potted plants, and a modern ceiling design.

Opal Sol

Clearwater Beach

10/10 Excellent

gilberto

A swimming pool with lounge chairs and umbrellas, surrounded by palm trees and a view of the ocean.

Wyndham Grand Clearwater Beach

Clearwater Beach

10/10 Excellent

Ernesto

A hotel lobby with a bar area, seating arrangements, and a television mounted on the wall.

Hampton Inn & Suites Tampa Northwest/Oldsmar

Oldsmar

10/10 Excellent

The staff was friendly, the room was clean and comfortable - AND quiet! The only thing I noticed that they may want to change is when the lobby restrooms are cleaned. Both days this was during breakfast, which is of course the busiest time. This also happened while our seminar was going on, which meant when we had a break, the only restroom available to us was out of order. Other than that, this was one of the best hotel stays I've had in a long time. Continental breakfast had ample...

Anonymous traveler

An outdoor patio area with a fire pit, wicker furniture, and string lights.

Residence Inn Tampa Suncoast Parkway at NorthPointe Village

Lutz

10/10 Excellent

Beware DOG FRIENDLY...I don't travel with my dogs and didn't hear any here thanfully. It's a Very nice place NO PARKING FOR TRUCK WITH TRAILERS. Place is full I got the last room which is a condo practically very nice place. Bed is superb TV swivels so can watch on sofa or in the bed. Plush towels etc. It's $300 a night hotel not what I wanted to spend but it's all I could find. Nice place has fire pit outside can sit out with a fire.

Anonymous traveler

Frequently Asked Questions

How much do condos in Holiday cost?

Condos in Holiday range from $174 to $499 per night. These stays provide loads of room for the whole family at a price that won't stretch the budget. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

How many condos are there in Holiday?

Choose from condos in Holiday. Whether you're vacationing with the family or planning a weekend escape with your besties, Expedia can help you find the ideal base for your crew.

Why book your condo in Holiday with Expedia?

Vacays shouldn't be hard, so if you're in search of condos at a competitive rate, Expedia has got you covered. Keep the budget in check and check in to something small and affordable, or book a luxury condo and really spoil your crew. Take advantage of our search filters to find a place in Holiday that suits you best.

How can I find cheap condos in Holiday?

Expedia can help you locate cheap condos in Holiday. To reserve your dream stay in a few quick keystrokes, simply use our handy filter tool to refine your search results by budget, star rating and amenities.

What is there to do in Holiday near my condo?

If you'd like to explore the best of Holiday, check out Anclote River Park. It's a favorite among locals and visitors alike.

Explore a world of travel with Expedia

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Search and Rent Holiday Condos

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OneKeyCash

Upfront pricing

Find vacation rentals that suit your style

Check prices for these dates

Our top choices for Holiday condo rentals

1. Innisbrook Getaway With Pool Access

2. Innisbrook 2BR Getaway With Balcony & Pool

3. Private nudist resort! New AC & sectional. rent 3 get 1 free. Spring specials

4. PROMO PRICES - POOL VIEW - CLEARWATER BEACH - FREE WI-FI/PARKING

5. Condo in Waterfront Resort - Clearwater Beaches & Honeymoon Island, Free Bikes

6. An oasis of serenity: secluded 1BR w/ King Bed, Free parking, Free Gym, Pool

7. PROMO PRICES!!CLEARWATER BEACH 2beds,2baths,FREE WI-FI/Parking in gated comunity

8. BEAUTIFUL CONDO MINUTES FROM GORGEOUS BEACHES & FAMILY ATTRACTIONS

9. Dunedin Condo on the Water

10. 2/2 Penthouse, Clearwater Beach, 801 Avalon!

11. CHARMING CONDO MINUTES FROM GORGEOUS BEACHES & LOTS OF ATTRACTIONS

12. Pelican Pointe 418:Walk to Beach~Pool~Free Parking

13. Pelican Pointe 116:Walk to Beach~Pool~Free Parking

14. Condo On The Beach - Heated Pool - Self Check-in

15. Studio On The Beach - Heated Pool - Self Check-in

16. Brithday Suit Suite with WiFi in Paradise Lakes Clothing Optional Complex

17. Luxury Waterfront Condo with Heated Pool and Balcony

18. Clearwater Beach, Stunning 2/2.5, City View, 304

19. Sunset over Tampa Bay! Cozy 1-bedroom condo with private balcony!

20. BEST BEACH LOCATION 1 Bedroom w KING BED,Htd POOL 2 FIREPLACE 2 TVs FREE PARKING

Learn more about Holiday

Top reviews in Holiday

Ivory Sands Beach Suites

10/10 Excellent

Frequently Asked Questions

How much do condos in Holiday cost?

How many condos are there in Holiday?

Why book your condo in Holiday with Expedia?

How can I find cheap condos in Holiday?

What is there to do in Holiday near my condo?

Explore a world of travel with Expedia