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Swimming pool
Wireless Internet
Air conditioning
Private pool

Heated pool
Private indoor pool
Washing machine
Garden
Internet access
DVD player
Grill
Fireplace
Cot available
Sea view
Safe
Dishwasher
Satellite TV
Children's pool
Fax machine
Pool or snooker table
Table tennis
Games room
Shared outdoor pool (heated)
Clothes dryer
Private outdoor pool (unheated)
Private outdoor pool (heated)
Shared indoor pool
Shared outdoor pool (unheated)
Cribs
Ceiling Fans
Video player
Climbing frame
Boat available
Fridge
Stereo system
Kettle
Toaster
Iron
Hair dryer
Stove
Freezer
Staffed property
Microwave
Linen provided
Towels provided
Bicycles available
Swing set or jungle gym
Trampoline
Private fishing lake or river
Housekeeping Included

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Pets
Pets allowed
Parking
Car not required

Children under 5
Smoking allowed
Non-Smoking property
Smoking - Ask
Wheelchair adapted
Wheelchair accessible
Secure parking

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Beach or lakeside relaxation
Skiing – property near ski resort
Walking trips
Tennis in town

Nightlife
Water sports
Horse riding
Fishing
Waterfront
Golf within 30mins drive
Lakefront

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363 Houses in Holiday with pools

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Location, Location, Water Veiw, Pool Home on Dead End Street! Beauitful Sunsets

Holiday house

2 bedrooms
2 bathrooms

sleeps 6

Match: Swimming pool

All filters match

Price per night from

$201

Geodesic Dome

Holiday apartment

1 bedroom
1 bathroom

sleeps 4

“Will and already have recomend to others.” Lots of fun places to see and eat at nearby. Sharon and Ralph made sure we had everything we needed.

Match: Swimming pool

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Price per night from

$229

Great rentals within 20 miles that match your search

COURTYARD VIEW modern condo near Gulf of Mexico beaches

Clearwater house

1 bedroom
1 bathroom

sleeps 2

Match: Swimming pool

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Price per night from

$172

COZY RETREAT modern condo near Gulf of Mexico beaches

Clearwater condo

1 bedroom
1 bathroom

sleeps 2

“Fabulous!” Owner was great! Condo is everything you need or want. Every detail is perfect. Pool was just steps away.

Match: Swimming pool

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Price per night from

$161

BEACH-FRONT! April 2024 Availability!

Clearwater condo

1 bedroom
2 bathrooms

sleeps 4

Match: Swimming pool

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Price per night from

$84

Harborview Grande 507 Beachy and family-friendly

Clearwater apartment

3 bedrooms
2 bathrooms

sleeps 8

Responds fast! avg. 50 minutes

Match: Swimming pool

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Price per night from

$1,052

1BR Pool View Condo in Clearwater Florida

Clearwater condo

1 bedroom
1 bathroom

sleeps 4

“Outstanding as usual.” Second year staying at the Avalon. Great location! About 5 miles to the beach one way, and about 6.5 the other way. Everything needed is within walking distance. Pool is great if the beach isn't your thing. Excellent workout room.

Match: Swimming pool

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Price per night from

$103

Luxury waterfront Condo Rooftop Terrace

Clearwater house

3 bedrooms
3 bathrooms

sleeps 6

Match: Swimming pool

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Price per night from

$567

Affordable Luxury Mediterranean Style Resort in Clearwater

Clearwater apartment

1 bedroom
1 bathroom

sleeps 4

Match: Swimming pool

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Price per night from

$95

440 West Condos 508-S Gulf Front Condo

Clearwater apartment

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 50 minutes

Match: Swimming pool

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Price per night from

$368

Surfside Condos 303 Beachfront Condo

Clearwater apartment

2 bedrooms
2 bathrooms

sleeps 8

Responds fast! avg. 50 minutes

Match: Swimming pool

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Price per night from

$1,227

440 West Condos 1408-N Gulf Front Condo with amazing views

Clearwater apartment

1 bedroom
2 bathrooms

sleeps 2

Responds fast! avg. 50 minutes

Match: Swimming pool

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Price per night from

$179

Harborview Grande 602 Beautiful Condo Hardwood floors

Clearwater apartment

3 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 50 minutes

Match: Swimming pool

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Price per night from

$1,417

Bayside Condos 18 Just Updated Waterfront

Clearwater apartment

1 bedroom
1 bathroom

sleeps 4

Responds fast! avg. 50 minutes

Match: Swimming pool

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Price per night from

$126

Belle Harbor 1105M Fabulous Luxury 11th Floor View at Belle Harbor

Clearwater apartment

3 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 50 minutes

Match: Swimming pool

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Price per night from

$584

Belle Harbor 603M Posh Pineapple

Clearwater apartment

3 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 50 minutes

Match: Swimming pool

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Price per night from

$344

440 West Condos 1402-N Gorgeous Waterview Condo

Clearwater apartment

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 50 minutes

Match: Swimming pool

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Price per night from

$174

440 West Condos 1501-N Condo with a water view

Clearwater apartment

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 50 minutes

Match: Swimming pool

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Price per night from

$579

Belle Harbor 407M Luxury Clearwater Beach Condo

Clearwater apartment

3 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 50 minutes

Match: Swimming pool

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Price per night from

$318

Bay Harbor 301 Beautiful Waterfront Condo

Clearwater apartment

3 bedrooms
3 bathrooms

sleeps 6

Responds fast! avg. 50 minutes

Match: Swimming pool

All filters match

Price per night from

$1,492

Private Island Oasis on Gulf with Stunning Views

Hudson condo

2 bedrooms
2 bathrooms

sleeps 6

Match: Swimming pool

All filters match

Price per night from

$172

Royal Marina | Avalon at Clearwater | Minutes to Clearwater Beach

Clearwater condo

2 bedrooms
2 bathrooms

sleeps 6

Match: Swimming pool

All filters match

Price per night from

$207

440 West Condos 808-N Beautiful Water View

Clearwater apartment

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 50 minutes

Match: Swimming pool

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Price per night from

$155

Lovely Tropical Sunlit bedroom

Clearwater house

1 bedroom
1 bathroom

sleeps 3

Match: Swimming pool

All filters match

Price per night from

$228

Mediterranean Lakefront Mansion

Tampa house

6 bedrooms
6 bathrooms

sleeps 20

Match: Swimming pool

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Price per night from

$1,140

Clearwater Beach Cabana - Private Pool

Clearwater house

7 bedrooms
4 bathrooms

sleeps 26

Match: Swimming pool

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Price per night from

$1,712

Clearwater Beach Waterfront - With Private Rooftop Terrace

Clearwater townhouse

3 bedrooms
3 bathrooms

sleeps 6

Match: Swimming pool

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Price per night from

$401

Beautiful 2 bedroom condo,mins. drive to beach, pool

Clearwater apartment

2 bedrooms
2 bathrooms

sleeps 6

Match: Swimming pool

All filters match

Price per night from

$207

Belle Harbor 404M Waterfront Condo

Clearwater apartment

2 bedrooms
2 bathrooms

sleeps 4

Responds fast! avg. 50 minutes

Match: Swimming pool

All filters match

Price per night from

$207

Tarpon Woods Condo with Lake View

Palm Harbor condo

2 bedrooms
2 bathrooms

sleeps 6

Match: Swimming pool

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Price per night from

$58

POOL VIEW modern condo near Gulf of Mexico Beaches. Retreat for two

Clearwater condo

1 bedroom
1 bathroom

sleeps 2

Match: Swimming pool

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Price per night from

$172

MODERN CONDO IN GATED COMMUNITY MINUTE FROM BEACH

Clearwater condo

1 bedroom
1 bathroom

sleeps 2

“Great condo” The condo was clean and very well appointed. Edith was reachable and a good communicator. Convenient location to Publix, restaurants, etc. The pool was nice, and gym was basic but usable. I would give the unit itself a 5 rating. However, there were two disappointments with the facility, neither of which has to do with the unit, but impacted our use. Although the pool says they are open dawn to dusk, the gates are locked with chains and padlocks until someone gets there to open it, so swimming and using the gym early in the morning was not an option. Frustrating if you prefer an early workout.

Match: Swimming pool

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Price per night from

$126

Luxury condo overlooking gorgeous pool

Clearwater condo

2 bedrooms
2 bathrooms

sleeps 6

“Would stay again and again” From the moment I inquired about the condo Doreen , the owner was always right there to answer any questions we had and we had a lot ! The condo is so perfect . It was immaculate and had every comfort of home you could want or think of . The beds were so comfortable and provided a great nights sleep . The condo is so peaceful and quiet you can't help but relax . Having coffe on the balcony overlooking the pool was something we looked forward to every morning . The pool is fabulous as well . I really can't say enough positive things . We will without a doubt stay again ! Thank you Doreen Resa

Match: Swimming pool

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Price per night from

$172

Relaxation at the Tropical Pool House

Tampa house

4 bedrooms
2 bathrooms

sleeps 12

Match: Swimming pool

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Price per night from

$446

Woodside Village Condos

Clearwater condo

2 bedrooms
2 bathrooms

sleeps 6

Match: Swimming pool

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Price per night from

$229

The Cobbles

Hudson villa

3 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 3 hours 24 minutes

Match: Swimming pool

All filters match

Price per night from

$171

Surfside Condos 204 Beachfront Condo

Clearwater apartment

3 bedrooms
2 bathrooms

sleeps 10

“Surfsude Condo 204” The view was great....the condo was roomy enough for our family. Everything was good except needed more instruction on using TV in living room. Also needed more electrical outlets. We would stay here again. Had a great time.

Responds fast! avg. 50 minutes

Match: Swimming pool

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Price per night from

$54

Brightwater Point 105 Grand Water Views

Clearwater apartment

3 bedrooms
3 bathrooms

sleeps 6

“Perfect in every way!” Perfect location; beautiful condo; everything we needed. If I could have a negative comment it would be that the couch was a little uncomfortable. I can't say enough about how perfect; we have made arrangements to return!

Responds fast! avg. 50 minutes

Match: Swimming pool

All filters match

Price per night from

$1,045

Viewing 38 of 363
rentals in Holiday

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Holiday Rentals with Pools

Per night

363 Houses in Holiday with pools

Viewing 38 of 363rentals in Holiday

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rentals in Holiday