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.

Holiday Market ReportCall 321.373.3536

24+ Pool Homes in the Holiday area

2309 Swordfish Ave, FL2309 Swordfish Ave, FL
Stellar MLS
ActiveSingle Family Residence360°

$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

2232 Parrot Fish Dr, FL2232 Parrot Fish Dr, FL
Stellar MLS
ActiveVilla360°

$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

3143 Pineview Dr, FL
Stellar MLS
ActiveSingle Family Residence360°

$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

2546 Arrowpointe Dr, FL
Stellar MLS
ActiveSingle Family Residence360°

$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

1419 Blue Marlin Blvd, FL
Stellar MLS
ActiveSingle Family Residence360°

$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

3508 Norland Ct, FL
Stellar MLS
ActiveSingle Family Residence

$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

3708 Holiday Lake Dr, FL
Stellar MLS
ActiveSingle Family Residence360°

$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

3317 Bainbridge Dr, FL
Stellar MLS
ActiveSingle Family Residence360°

$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

4102 Dalwood Dr, FL
Stellar MLS
ActiveSingle Family Residence360°

$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

3936 Sailmaker Ln, FL
Stellar MLS
ActiveCondominium360°

$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

2925 Featherstone Dr, FL
Stellar MLS
ActiveSingle Family Residence360°

$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

4344 Tahitian Gardens Cir #B, FL
Stellar MLS
ActiveCondominium

$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

4340 Tahitian Gardens Cir #D, FL
Stellar MLS
ActiveCondominium360°

$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

2203 Riomar Dr, FL
Stellar MLS
ActiveSingle Family Residence360°

$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

2638 Big Pine Dr, FL
Stellar MLS
ActiveSingle Family Residence360°

$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

1539 Dartmouth Dr, FL
Stellar MLS
ActiveSingle Family Residence360°

$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

3225 Glenwood Cir, FL
Stellar MLS
ActiveSingle Family Residence360°

$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

2334 Barracuda Ct, FL2334 Barracuda Ct, FL
Stellar MLS
ActiveVilla360°

$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

3350 Wiltshire Dr, FL
Stellar MLS
ActiveSingle Family Residence360°

$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

3650 Peconic Way, FL
Stellar MLS
ActiveSingle Family Residence360°

$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

2700 Sierra Vista Way, FL
Stellar MLS
ActiveSingle Family Residence360°

$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

2116 Kona Dr, FL2116 Kona Dr, FL
Stellar MLS
ActiveManufactured Home360°

$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

2437 Fieldcrest Ct, FL
Stellar MLS
ActiveSingle Family Residence360°

$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

1036 Viking Dr, FL
Stellar MLS
ActiveSingle Family Residence360°

$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

MLS GRID

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