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Holiday, FL 55+ active adult communities & homes for sale - Page 7

Living in Holiday

Holiday is a community located along the Gulf coast of Florida, in the Tampa metropolitan area. Surrounded by beaches and boardwalks, Holiday has a tropical atmosphere.…

Holiday is a community located along the Gulf coast of Florida, in the Tampa metropolitan area. Surrounded by beaches and boardwalks, Holiday has a tropical atmosphere. Additionally, the cost of living in Holiday is affordable and the weather throughout the year is pleasant. The weather, cost of living and beautiful scenery all combine to make Holiday 55+ communities popular with homebuyers.

Climate & Geography

The climate in Florida is generally characterized as humid subtropical. Summer temperatures in Holiday may reach temperatures in the high 80s and low 90s while winter temperatures may fall to the low 50s. Holiday gets heavy rains accumulating 51 inches of rain on average, per year.

Recreation, Culture & Entertainment

Some of the top attractions in Holiday include Anclote River Park, Key Vista Nature Park, Anclote Gulf Park, Absolute Florida Flats Fishing, Bottoms Up Fishing Excursions, Seal in the Sun Charters, Captain Dustin Fishing Charters, and Anclote Village Marina.

Residents enjoy miles of tropical beaches along the coast, and can drive to the city of Tampa in less than an hour to enjoy all of the big city amenities on offer there.

Cost of Living & Taxes

The cost of living in Holiday is notably lower than the state and national averages. Housing costs are very low and other factors like health care, grocery, utilities, and transportation are similar to the national averages.

Florida does not have a state income tax, therefore retirement income does not get additional state tax. Furthermore, qualifying residents over the age of 65 may request a homestead exemption to offset the cost of property taxes. The tax friendly regulations and lower cost of living are helpful to Holiday 55+ community residents on a budget.

Health Care

Although there are no hospitals in Holiday, there are a number of health care providers in the surrounding area that are rated high performing by U.S. News. The Medical Center of Trinity in Trinity and AdventHealth North Pinellas in Lake Tarpon are both less than 10 miles away. Other high performing hospitals close to Holiday include Mease Countryside Hospital, Regional Medical Center Bayonet Point, Morton Plant hospital, and Largo Medical Center.

Frequently Asked Questions


297 homes near Holiday

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5 rating (1 reviews) Highland Lakes on Lake Ta...
$100ks - $400ks
Highland Lakes on Lake Ta..., Palm Harbor, FL
Resale Only | 55+ age-restricted | Built 1977 - 1989 | 2,454 homes
5 rating (1 reviews) Timber Oaks
<$100k - $200ks
Timber Oaks, Port Richey, FL
Resale Only | 55+ age-restricted | Built 1973 - 1997 | 1,000 homes
Heritage Lake
$100ks - $200ks
Heritage Lake, New Port Richey, FL
Resale Only | 55+ age-restricted | Built 1981 - 1994 | 932 homes
4.7 rating (13 reviews) Heritage Springs
$200ks - $500ks
Heritage Springs, Trinity, FL
Resale Only | 55+ age-restricted | Built 1999 - 2006 | 1,337 homes
Summertree
$200ks - $300ks
Summertree, New Port Richey, FL
Resale Only | 55+ age-restricted | Built 1974 - 2015 | 800 homes
Want to learn more about 55+ communities in Holiday? 55places can help!
Questions? Call us: (727) 800-3371
3.5 rating (2 reviews) Timber Greens
$200ks - $300ks
Timber Greens, New Port Richey, FL
Resale Only | 55+ age-restricted | Built 1994 - 2004 | 783 homes
Heather Lake Condominiums
$100ks
Heather Lake Condominiums, Dunedin, FL
Resale Only | 55+ age-restricted | Built 1972 - 1978 | 200 homes
2 rating (1 reviews) Beacon Lakes
$100ks
Beacon Lakes, New Port Richey, FL
Resale Only | 55+ age-restricted | Built 1975 - 1982 | 210 homes
5 rating (1 reviews) Village on the Green
$100ks - $200ks
Village on the Green, Clearwater, FL
Resale Only | 55+ age-restricted | Built 1978 - 1981 | 448 homes
5 rating (2 reviews) Pine Ridge at Palm Harbor
$100ks - $200ks
Pine Ridge at Palm Harbor, Palm Harbor, FL
Resale Only | 55+ age-restricted | Built 1983 - 1983 | 264 homes
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
Esplanade at Starkey Ranc...
$300ks - $700ks
Esplanade at Starkey Ranc..., Odessa, FL
Resale Only | Age-targeted | Built 2016 - 2022 | 517 homes
3.3 rating (3 reviews) Royal Stewart Arms
$100ks - $300ks
Royal Stewart Arms, Dunedin, FL
Resale Only | 55+ age-restricted | Built 1968 - 1975 | 449 homes
Edgewater Arms
$400ks - $600ks
Edgewater Arms, Dunedin, FL
Resale Only | 55+ age-restricted | Built 1970 - 1974 | 209 homes
Victoria Lakes
$800ks - $1Ms
Victoria Lakes, Odessa, FL
New Construction | Age-targeted | Built 2025 - present | 166 homes
Green Dolphin
$100ks
Green Dolphin, Tarpon Springs, FL
Resale Only | 55+ age-restricted | Built 1974 - 1990 | 315 homes
Briar Patch
$100ks
Briar Patch, New Port Richey, FL
Resale Only | 55+ age-restricted | Built 1986 - 1993 | 198 homes
Want to learn more about 55+ communities in Holiday? 55places can help!
Questions? Call us: (727) 800-3371
Patrician Oaks
$100ks
Patrician Oaks, Dunedin, FL
Resale Only | 55+ age-restricted | Built 1975 - 1982 | 120 homes
Imperial Pines Condominiu...
$100ks - $200ks
Imperial Pines Condominiu..., Clearwater, FL
Resale Only | 55+ age-restricted | Built 1985 - 1985 | 181 homes
Key Vista Villas
$300ks
Key Vista Villas, Holiday, FL
Resale Only | 55+ age-restricted | Built 2001 - 2005 | 170 homes
Pinehurst Village
$100ks
Pinehurst Village, Dunedin, FL
Resale Only | 55+ age-restricted | Built 1973 - 1976 | 240 homes
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
Anchorage
$200ks - $300ks
Anchorage, Palm Harbor, FL
Resale Only | 55+ age-restricted | Built 1972 - 1979 | 279 homes
Scotsdale Cluster Condomi...
$200ks
Scotsdale Cluster Condomi..., Dunedin, FL
Resale Only | 55+ age-restricted | Built 1980 - 1983 | 148 homes
Heather Hills Villas
$100ks
Heather Hills Villas, Dunedin, FL
Resale Only | 55+ age-restricted | Built 1971 - 1976 | 64 homes
Heather Ridge
$100ks - $200ks
Heather Ridge, Dunedin, FL
Resale Only | 55+ age-restricted | Built 1978 - 1987 | 273 homes
Country Oaks
$100ks
Country Oaks, Hudson, FL
Resale Only | 55+ age-restricted | Built 1981 - 1986 | 42 homes
Linkside Village
$200ks
Linkside Village, Port Richey, FL
Resale Only | 55+ age-restricted | Built 1981 - 1985 | 100 homes
Soleta at Starkey Ranch
$500ks - $600ks
Soleta at Starkey Ranch, Odessa, FL
New Construction | Age-targeted | Built 2023 - present | 139 homes
Want to learn more about 55+ communities in Holiday? 55places can help!
Questions? Call us: (727) 800-3371
New Port Corners
$200ks - $500ks
New Port Corners, New Port Richey, FL
New Construction | 55+ age-restricted | Built 2025 - present
Summertree 11622 COCOWOOD DR, NEW PORT RICHEY, FL, ..., New Port Richey, FL 34654
$244,000

3 beds

|

2 baths

|

1,349 sq ft

|

House

11622 COCOWOOD DR, NEW PORT RICHEY, FL, ...
Community: Summertree
Timber Greens 9307 PALM HAVEN CT, NEW PORT RICHEY, FL,..., New Port Richey, FL 34655
$384,000

2 beds

|

2 baths

|

1,642 sq ft

|

Villa

9307 PALM HAVEN CT, NEW PORT RICHEY, FL,...
Community: Timber Greens
Beacon Lakes 3815 PENRICK DR, NEW PORT RICHEY, FL, 34..., New Port Richey, FL 34652
$80,000

2 beds

|

2 baths

|

1,144 sq ft

|

Condo

3815 PENRICK DR, NEW PORT RICHEY, FL, 34...
Community: Beacon Lakes
Timber Oaks 10501 HARDWOOD CT, PORT RICHEY, FL, 3466..., Port Richey, FL 34668
$289,900

3 beds

|

2 baths

|

1,422 sq ft

|

House

10501 HARDWOOD CT, PORT RICHEY, FL, 3466...
Community: Timber Oaks
Timber Oaks 10616 SPRINGWOOD DR, PORT RICHEY, FL, 34..., Port Richey, FL 34668
$199,000

2 beds

|

2 baths

|

1,112 sq ft

|

House

10616 SPRINGWOOD DR, PORT RICHEY, FL, 34...
Community: Timber Oaks
Want to learn more about 55+ communities in Holiday? 55places can help!
Questions? Call us: (727) 800-3371
Patrician Oaks 845 MAPLE CT 103, DUNEDIN, FL, 34698, Dunedin, FL 34698
$134,900

2 beds

|

1 baths

|

1,004 sq ft

|

Condo

845 MAPLE CT 103, DUNEDIN, FL, 34698
Community: Patrician Oaks
Heather Lake Condominiums 952 VIRGINIA ST 209, DUNEDIN, FL, 34698, Dunedin, FL 34698
$129,000

1 beds

|

1 baths

|

800 sq ft

|

Condo

952 VIRGINIA ST 209, DUNEDIN, FL, 34698
Heather Lake Condominiums 936 VIRGINIA ST 206, DUNEDIN, FL, 34698, Dunedin, FL 34698
$150,000

2 beds

|

2 baths

|

927 sq ft

|

Condo

936 VIRGINIA ST 206, DUNEDIN, FL, 34698
Pine Ridge at Palm Harbor 2688 PINE RIDGE WAY A2, PALM HARBOR, FL,..., Palm Harbor, FL 34684
$184,900

2 beds

|

2 baths

|

1,038 sq ft

|

Condo

2688 PINE RIDGE WAY A2, PALM HARBOR, FL,...
Heather Lake Condominiums 952 VIRGINIA ST 202, DUNEDIN, FL, 34698, Dunedin, FL 34698
$179,000

2 beds

|

2 baths

|

965 sq ft

|

Condo

952 VIRGINIA ST 202, DUNEDIN, FL, 34698
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
Cindy Certified
6671 MINERAL SPRINGS RD, NEW PORT RICHEY..., New Port Richey, FL 34653
$339,000

3 beds

|

2 baths

|

1,561 sq ft

|

House

6671 MINERAL SPRINGS RD, NEW PORT RICHEY...
Imperial Pines Condominiums 3078 EASTLAND BLVD 309, CLEARWATER, FL, ..., Clearwater, FL 33761
$229,990

3 beds

|

2 baths

|

1,390 sq ft

|

Condo

3078 EASTLAND BLVD 309, CLEARWATER, FL, ...
Victoria Lakes 16237 ALPHA GROVE PL, ODESSA, FL, 33556, Odessa, FL 33556
$1,348,529

6 beds

|

6 baths

|

4,271 sq ft

|

House

16237 ALPHA GROVE PL, ODESSA, FL, 33556
Community: Victoria Lakes
Timber Greens 6447 PINE WALK DR, NEW PORT RICHEY, FL, ..., New Port Richey, FL 34655
$305,000

2 beds

|

2 baths

|

1,352 sq ft

|

Villa

6447 PINE WALK DR, NEW PORT RICHEY, FL, ...
Community: Timber Greens
Victoria Lakes 11283 MANOR HOUSE LN, ODESSA, FL, 33556, Odessa, FL 33556
$1,029,694

4 beds

|

5 baths

|

2,921 sq ft

|

House

11283 MANOR HOUSE LN, ODESSA, FL, 33556
Community: Victoria Lakes
Summertree 11213 KISKADEE CIR, NEW PORT RICHEY, FL,..., New Port Richey, FL 34654
$329,000

3 beds

|

2 baths

|

1,834 sq ft

|

House

11213 KISKADEE CIR, NEW PORT RICHEY, FL,...
Community: Summertree
Want to learn more about 55+ communities in Holiday? 55places can help!
Questions? Call us: (727) 800-3371
Cindy Certified
7994 CHANDLER LAKE CT 16, HUDSON, FL, 34..., Hudson, FL 34667
$328,884

3 beds

|

2 baths

|

1,472 sq ft

|

House

7994 CHANDLER LAKE CT 16, HUDSON, FL, 34...
Heritage Lake 4808 VESPER CT 34, NEW PORT RICHEY, FL, ..., New Port Richey, FL 34655
$167,500

2 beds

|

2 baths

|

1,105 sq ft

|

Condo

4808 VESPER CT 34, NEW PORT RICHEY, FL, ...
Community: Heritage Lake
Timber Oaks 11340 DOLLAR LAKE DR 2, PORT RICHEY, FL,..., Port Richey, FL 34668
$144,900

2 beds

|

2 baths

|

1,000 sq ft

|

Condo

11340 DOLLAR LAKE DR 2, PORT RICHEY, FL,...
Community: Timber Oaks
Green Dolphin 1250 S PINELLAS AVE 804, TARPON SPRINGS,..., Tarpon Springs, FL 34689
$69,900

1 beds

|

1 baths

|

565 sq ft

|

Condo

1250 S PINELLAS AVE 804, TARPON SPRINGS,...
Community: Green Dolphin
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
Heritage Springs 1249 WINDING WILLOW DR, TRINITY, FL, 346..., Trinity, FL 34655
$325,000

3 beds

|

2 baths

|

1,773 sq ft

|

House

1249 WINDING WILLOW DR, TRINITY, FL, 346...
Community: Heritage Springs
Briar Patch 4505 GLEN HOLW, NEW PORT RICHEY, FL, 346..., New Port Richey, FL 34653
$215,000

2 beds

|

3 baths

|

1,453 sq ft

|

Villa

4505 GLEN HOLW, NEW PORT RICHEY, FL, 346...
Community: Briar Patch
Patrician Oaks 865 VIRGINIA CT 108, DUNEDIN, FL, 34698, Dunedin, FL 34698
$154,000

2 beds

|

2 baths

|

1,040 sq ft

|

Condo

865 VIRGINIA CT 108, DUNEDIN, FL, 34698
Community: Patrician Oaks
Highland Lakes on Lake Tarpon 3305 GORSE CT, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684
$329,000

2 beds

|

2 baths

|

1,148 sq ft

|

Villa

3305 GORSE CT, PALM HARBOR, FL, 34684
Highland Lakes on Lake Tarpon 1001 TARTAN DR 302, PALM HARBOR, FL, 346..., Palm Harbor, FL 34684
$199,500

2 beds

|

2 baths

|

980 sq ft

|

Condo

1001 TARTAN DR 302, PALM HARBOR, FL, 346...
Timber Oaks 11308 VERSAILLES LN C, PORT RICHEY, FL, ..., Port Richey, FL 34668
$185,900

2 beds

|

2 baths

|

1,171 sq ft

|

Condo

11308 VERSAILLES LN C, PORT RICHEY, FL, ...
Community: Timber Oaks
Green Dolphin 2014 GOLFVIEW DR 2014, TARPON SPRINGS, F..., Tarpon Springs, FL 34689
$200,000

3 beds

|

2 baths

|

1,560 sq ft

|

Condo

2014 GOLFVIEW DR 2014, TARPON SPRINGS, F...
Community: Green Dolphin
Want to learn more about 55+ communities in Holiday? 55places can help!
Questions? Call us: (727) 800-3371
Pinehurst Village 1701 PINEHURST RD 6A, DUNEDIN, FL, 34698, Dunedin, FL 34698
$179,900

2 beds

|

2 baths

|

1,025 sq ft

|

Condo

1701 PINEHURST RD 6A, DUNEDIN, FL, 34698
Community: Pinehurst Village
Anchorage 819 HELMSMAN WAY, PALM HARBOR, FL, 34685, Palm Harbor, FL 34685
$349,900

3 beds

|

2 baths

|

1,344 sq ft

|

House

819 HELMSMAN WAY, PALM HARBOR, FL, 34685
Community: Anchorage
Highland Lakes on Lake Tarpon 102 STAFFORD DR, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684
$375,900

2 beds

|

2 baths

|

1,264 sq ft

|

House

102 STAFFORD DR, PALM HARBOR, FL, 34684
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
Summertree 11519 HOLLY ANN DR, NEW PORT RICHEY, FL,..., New Port Richey, FL 34654
$232,000

3 beds

|

2 baths

|

1,834 sq ft

|

Villa

11519 HOLLY ANN DR, NEW PORT RICHEY, FL,...
Community: Summertree
Highland Lakes on Lake Tarpon 3569 OAK LAKE DR, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684
$379,900

2 beds

|

2 baths

|

1,466 sq ft

|

House

3569 OAK LAKE DR, PALM HARBOR, FL, 34684
Beacon Lakes 4028 DAVIT DR 4028, NEW PORT RICHEY, FL,..., New Port Richey, FL 34652
$150,000

2 beds

|

2 baths

|

1,144 sq ft

|

Condo

4028 DAVIT DR 4028, NEW PORT RICHEY, FL,...
Community: Beacon Lakes
Timber Oaks 11604 VERSAILLES LN, PORT RICHEY, FL, 34..., Port Richey, FL 34668
$165,000

2 beds

|

2 baths

|

1,239 sq ft

|

House

11604 VERSAILLES LN, PORT RICHEY, FL, 34...
Community: Timber Oaks
Timber Greens 9326 PALM HAVEN CT, NEW PORT RICHEY, FL,..., New Port Richey, FL 34655
$279,000

2 beds

|

2 baths

|

1,672 sq ft

|

Villa

9326 PALM HAVEN CT, NEW PORT RICHEY, FL,...
Community: Timber Greens
Briar Patch 4523 GLEN HOLW, NEW PORT RICHEY, FL, 346..., New Port Richey, FL 34653
$189,000

2 beds

|

2 baths

|

964 sq ft

|

House

4523 GLEN HOLW, NEW PORT RICHEY, FL, 346...
Community: Briar Patch
Timber Oaks 10654 FALLEN LEAF LN, PORT RICHEY, FL, 3..., Port Richey, FL 34668
$295,000

2 beds

|

2 baths

|

1,718 sq ft

|

House

10654 FALLEN LEAF LN, PORT RICHEY, FL, 3...
Community: Timber Oaks
Edgewater Arms 632 EDGEWATER DR 135, DUNEDIN, FL, 34698, Dunedin, FL 34698
$399,000

2 beds

|

2 baths

|

1,330 sq ft

|

Condo

632 EDGEWATER DR 135, DUNEDIN, FL, 34698
Community: Edgewater Arms
Want to learn more about 55+ communities in Holiday? 55places can help!
Questions? Call us: (727) 800-3371
Pine Ridge at Palm Harbor 2522 PINE RIDGE WAY A2, PALM HARBOR, FL,..., Palm Harbor, FL 34684
$184,000

2 beds

|

2 baths

|

1,038 sq ft

|

Condo

2522 PINE RIDGE WAY A2, PALM HARBOR, FL,...
Highland Lakes on Lake Tarpon 2137 MALCOLM DR, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684
$414,900

2 beds

|

2 baths

|

1,319 sq ft

|

House

2137 MALCOLM DR, PALM HARBOR, FL, 34684
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
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