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Holiday Homes with Private Pool type

Address Search

Holiday Homes with Private Pool type

Our website features the best real estate search for homes, condos, land and foreclosure properties available in Holiday and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire. 

Curious about what’s happening in your neighborhood? You can create a custom market report to see what’s active, under contract, and sold in your neighborhood! 

Considering selling or refinancing your home? Get an INSTANT property valuation now!

Contact us today to find out how we can be of assistance to you!

Newest Holiday Homes with Private Pool type

4100 Buena Vista Lane, Holiday image
4100 Buena Vista Lane, Holiday $129,000

**OWN YOUR LAND, NO LOT RENT, AND NO FLOOD ZONE!** If you're looking for an affordable place to enjoy the Florida lifestyle with plenty of room for your hobbies, toys, an...

  • 3 Beds
  • 3 Baths
  • Buena Vista 2nd Add SubDv.
  • 34691 Zip Code
3031 Bigelow Drive, Holiday image
3031 Bigelow Drive, Holiday $290,000

Virtually Staged. A RARE FIND IN ALOHA GARDENS! NO FLOOD ZONE, PRIVATE SCREENED IN POOL, 2 CAR GARAGE, BRAND NEW ROOF & BEAUTIFULLY UPDATED INTERIOR! Finding a 2 bedroom,...

  • 2 Beds
  • 2 Baths
  • Aloha Gardens SubDv.
  • 34691 Zip Code
5653 Festivo Drive, Holiday image
5653 Festivo Drive, Holiday $347,000

WOW...what an opportunity! Gorgeous UPDATED 3-bedroom home with 3 FULL BATHROOMS and a Covered POOL on a PRIVACY-FENCED CORNER LOT in popular La Villa Gardens! PRIME LOCA...

  • 3 Beds
  • 3 Baths
  • La Villa Gardens SubDv.
  • 34690 Zip Code
3172 Harvardston Loop, Holiday image
3172 Harvardston Loop, Holiday $430,000

YOUR NEXT HOME OR YOUR NEXT GREAT INVESTMENT OPPORTUNITY IS HERE! Imagine owning a beautifully updated home that offers both the comfort of everyday living and the potent...

  • 4 Beds
  • 2 Baths
  • Beacon Square SubDv.
  • 34691 Zip Code
2925 Featherstone Drive, Holiday image
2925 Featherstone Drive, Holiday $224,900 ▼

Welcome to maintenance free totally remodeled villa located at Edgewood of Gulf Trace in Holiday. This is one of the larger villas overlooking a huge back yard making it ...

  • 2 Beds
  • 2 Baths
  • Edgewood Gulf Trace Rep SubDv.
  • 34691 Zip Code
3083 Marisa Place, Holiday image
3083 Marisa Place, Holiday $649,900

As the community’s original model home, this beautifully maintained pool home in gated Vista Lakes at Bailey’s Bluff showcases extra architectural details and upgraded fi...

  • 4 Beds
  • 4 Baths
  • Vista Lks/Baileys Bluff SubDv.
  • 34691 Zip Code
2437 Fieldcrest Court, Holiday image
2437 Fieldcrest Court, Holiday $350,000

Lovely pool home with a large backyard and outdoor space! Don't be deceived by the front exterior of the home. This home is bigger on the interior and exterior than wha...

  • 2 Beds
  • 2 Baths
  • Holiday Lakes West SubDv.
  • 34691 Zip Code
2123 Bayou Drive, Holiday image
2123 Bayou Drive, Holiday $579,900

Waterfront living with Gulf access in Holiday. This 3-bedroom, 2-bathroom pool home at 2123 Bayou Dr sits on a saltwater canal with a private dock and seawall. It has 1,9...

  • 3 Beds
  • 2 Baths
  • Baileys Bluff Estates SubDv.
  • 34691 Zip Code
3024 Pineview Drive, Holiday image
3024 Pineview Drive, Holiday $475,000 ▼

Beautifully maintained 3-bedroom, 2-bath, 2-car garage, pool home on an oversized lot! This home features an open floor plan with kitchen/family room and a living room/d...

  • 3 Beds
  • 2 Baths
  • Sand Bay SubDv.
  • 34691 Zip Code
1539 Dartmouth Drive, Holiday image
1539 Dartmouth Drive, Holiday $320,000 ▼

Welcome to 1539 Dartmouth Drive! This beautifully updated 3-bedroom, 2-bath home in the heart of Holiday Lake combines modern style with inviting spaces. Enjoy a modern F...

  • 3 Beds
  • 2 Baths
  • Holiday Lake Estates SubDv.
  • 34691 Zip Code
3708 Holiday Lake Drive, Holiday image
3708 Holiday Lake Drive, Holiday $369,900 ▼

Virtually Staged. INVESTOR OPPORTUNITY! NEW ROOF OCT 2026/ NO HOA / PAID-OFF SOLAR PANELS. This renovated 3-bedroom, 3-bath pool home offers approximately 1,726 SF and an...

  • 3 Beds
  • 3 Baths
  • Holiday Lake Estates SubDv.
  • 34691 Zip Code
1419 Blue Marlin Boulevard, Holiday image
1419 Blue Marlin Boulevard, Holiday $500,000 ▼

SALTWATER POOL. NO REAR NEIGHBORS. 4 BEDROOMS + DEN. This Gulfwinds home brings together the space, privacy, and Florida lifestyle you are looking for. With 2,480 square ...

  • 4 Beds
  • 3 Baths
  • Gulfwinds SubDv.
  • 34691 Zip Code
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Browse Holiday Homes by Price

  • Under $250,000
  • Under $350,000
  • Under $400,000
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Browse Holiday Homes by Water Frontage

  • Bay View
  • Beach Access
  • Beach Front
  • Beach View
  • Boatable Water
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  • River
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Browse Holiday Homes by Community Extras

  • Deed Restrictions
  • Maintenance Free
  • No Deed Restriction
  • Security

Browse Holiday Homes by Community Features

  • Association Recreation - Lease
  • Association Recreation - Owned
  • Buyer Approval Required
  • Clubhouse
  • Community Mailbox
  • Deed Restrictions
  • Dog Park
  • Fitness Center
  • Gated Community - Guard
  • Gated Community - No Guard
  • Golf Carts OK
  • Handicap Modified
  • No Truck/RV/Motorcycle Parking
  • None
  • Park
  • Playground
  • Pool
  • Sidewalks
  • Special Community Restrictions
  • Street Lights
  • Tennis Court(s)
  • Wheelchair Access

Browse Holiday Homes by Popular Features

  • Homes with 55+ Only
  • Homes with Short Sale

Browse Holiday Homes by Pool type

  • No Pool
  • Community
  • Private

Browse Holiday Homes by Property Description

  • Attached
  • One Story
  • Split Level
  • Two Story

Browse Holiday Homes by Exterior Construction

  • Block
  • Brick
  • Metal Frame
  • Stone
  • Stucco

Browse Holiday Homes by Frontage

  • Bayou
  • Brackish Water
  • Canal - Brackish
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  • Lake Front
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Kelly M. DeCarlucci, LLC, REALTOR
Dalton Wade Real Estate Group

Kelly M. DeCarlucci, LLC, REALTOR®

Your Home Tampa Bay Area
Brokered by Dalton Wade Real Estate Group

260 1st Avenue South, Suite 200
St. Petersburg, FL 33701

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