Holiday Pool Homes for Sale
Every pool home currently for sale in Holiday — pulled live from the Stellar MLS and updated continuously. Pair this with the free Holiday market report to see what's actually selling, days on market, and sold-to-list ratios before you make an offer.
24+ Pool Homes in the Holiday area


$530,000
2309 Swordfish Ave
Holiday, FL 34691
4 bd · 3 ba · 2,462 sqft
Gulfwinds
MLS ID #TB8540451, KELLER WILLIAMS REALTY- PALM HARBOR.
Listing provided by Stellar MLS


$335,000
2232 Parrot Fish Dr
Holiday, FL 34691
3 bd · 2 ba · 1,740 sqft
Gulfwinds
MLS ID #TB8555315, PREMIER SOTHEBY'S INTL REALTY.
Listing provided by Stellar MLS

$1,299,999
3143 Pineview Dr
Holiday, FL 34691
4 bd · 4 ba · 4,204 sqft
Baileys Bluff Estates
MLS ID #W7889727, RE/MAX CHAMPIONS.
Listing provided by Stellar MLS

$399,900
2546 Arrowpointe Dr
Holiday, FL 34691
4 bd · 2 ba · 2,022 sqft
Key Vista Ph 04 E3 E4 E6 G H R
MLS ID #TB8553146, REDFIN CORPORATION.
Listing provided by Stellar MLS

$500,000
1419 Blue Marlin Blvd
Holiday, FL 34691
4 bd · 3 ba · 2,480 sqft
Gulfwinds
MLS ID #TB8546084, CHARLES RUTENBERG REALTY INC.
Listing provided by Stellar MLS

$245,000
3508 Norland Ct
Holiday, FL 34691
2 bd · 2 ba · 1,334 sqft
Beacon Square
MLS ID #TB8554942, ELLIOTT COASTAL REALTY LLC.
Listing provided by Stellar MLS

$369,900
3708 Holiday Lake Dr
Holiday, FL 34691
3 bd · 3 ba · 1,726 sqft
Holiday Lake Estates
MLS ID #O6447031, DOUGLAS ELLIMAN.
Listing provided by Stellar MLS

$219,900
3317 Bainbridge Dr
Holiday, FL 34691
2 bd · 1 ba · 984 sqft
Beacon Square
MLS ID #TB8562889, MIHARA & ASSOCIATES INC..
Listing provided by Stellar MLS

$237,900
4102 Dalwood Dr
Holiday, FL 34691
2 bd · 2 ba · 1,249 sqft
Buena Vista Melody Manor Add
MLS ID #TB8443478, PENNY GOULD REALTY INC.
Listing provided by Stellar MLS

$130,000
3936 Sailmaker Ln
Holiday, FL 34691
2 bd · 2 ba · 1,318 sqft
Holiday Lake Villas Condo
MLS ID #TB8544808, BHHS FLORIDA PROPERTIES GROUP.
Listing provided by Stellar MLS

$239,900
2925 Featherstone Dr
Holiday, FL 34691
2 bd · 2 ba · 1,232 sqft
Edgewood Gulf Trace Rep
MLS ID #TB8563967, PROPERTY LEADERS RE INC.
Listing provided by Stellar MLS

$114,900
4344 Tahitian Gardens Cir #B
Holiday, FL 34691
2 bd · 2 ba · 825 sqft
Tahitian Gardens Condo
MLS ID #TB8515536, KELLER WILLIAMS REALTY- PALM H.
Listing provided by Stellar MLS

$103,900
4340 Tahitian Gardens Cir #D
Holiday, FL 34691
2 bd · 1 ba · 768 sqft
Tahitian Gardens Condo
MLS ID #TB8542251, CENTURY 21 COASTAL ALLIANCE.
Listing provided by Stellar MLS

$275,000
2203 Riomar Dr
Holiday, FL 34691
2 bd · 2 ba · 1,112 sqft
Tahitian Homes
MLS ID #TB8548157, LIPPLY REAL ESTATE.
Listing provided by Stellar MLS

$359,900
2638 Big Pine Dr
Holiday, FL 34691
3 bd · 2 ba · 1,428 sqft
Key Vista Ph 02
MLS ID #TB8538169, REDFIN CORPORATION.
Listing provided by Stellar MLS

$320,000
1539 Dartmouth Dr
Holiday, FL 34691
3 bd · 2 ba · 1,388 sqft
Holiday Lake Estates
MLS ID #TB8555102, AVENUE HOMES LLC.
Listing provided by Stellar MLS

$525,000
3225 Glenwood Cir
Holiday, FL 34691
4 bd · 3 ba · 2,857 sqft
Glenwood Gulf Trace
MLS ID #TB8536347, VANDERLEELIE & ASSOC.RE ESTATE.
Listing provided by Stellar MLS


$295,000
2334 Barracuda Ct
Holiday, FL 34691
3 bd · 2 ba · 1,740 sqft
Gulfwinds
MLS ID #TB8555670, KELLER WILLIAMS ST PETE REALTY.
Listing provided by Stellar MLS

$235,000
3350 Wiltshire Dr
Holiday, FL 34691
2 bd · 1 ba · 1,016 sqft
Beacon Square
MLS ID #TB8554082, RE/MAX ALLIANCE GROUP.
Listing provided by Stellar MLS

$229,300
3650 Peconic Way
Holiday, FL 34691
2 bd · 1 ba · 1,073 sqft
Beacon Square
MLS ID #TB8550237, DALTON WADE INC.
Listing provided by Stellar MLS

$410,000
2700 Sierra Vista Way
Holiday, FL 34691
3 bd · 2 ba · 1,526 sqft
Key Vista Ph 4
MLS ID #TB8463581, LUXURY & BEACH REALTY INC.
Listing provided by Stellar MLS


$140,000
2116 Kona Dr
Holiday, FL 34691
2 bd · 2 ba · 1,056 sqft
Lake Conley Mhp
MLS ID #W7884274, RE/MAX CHAMPIONS.
Listing provided by Stellar MLS

$350,000
2437 Fieldcrest Ct
Holiday, FL 34691
2 bd · 2 ba · 1,209 sqft
Holiday Lakes West
MLS ID #TB8562271, WIKLE INCORPORATED.
Listing provided by Stellar MLS

$323,500
1036 Viking Dr
Holiday, FL 34691
3 bd · 2 ba · 1,362 sqft
Holiday Lake Estates
MLS ID #TB8515090, REALTY BLU.
Listing provided by Stellar MLS
More Holiday Homes for Sale
Listings courtesy of Stellar MLS as distributed by MLS GRID
IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Based on information submitted to the MLS GRID as of November 5, 2026 at 8:32 AM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
All or a portion of the multiple listing information is provided by Stellar MLS, from a copyrighted compilation of listings. The compilation of listings and each individual listing are © 2026 Stellar MLS. All rights reserved.
Ryan Solberg, Broker · MaxLife Realty LLC · FL License #BK3354351 · Equal Housing Opportunity · Full disclaimer · DMCA