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

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


28 communities 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
Victoria Lakes
$800ks - $1Ms
Victoria Lakes, Odessa, FL
New Construction | Age-targeted | Built 2025 - present | 166 homes
Esplanade at Starkey Ranc...
$300ks - $700ks
Esplanade at Starkey Ranc..., Odessa, FL
Resale Only | Age-targeted | Built 2016 - 2022 | 517 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.
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
Edgewater Arms
$400ks - $600ks
Edgewater Arms, Dunedin, FL
Resale Only | 55+ age-restricted | Built 1970 - 1974 | 209 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
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
Briar Patch
$100ks
Briar Patch, New Port Richey, FL
Resale Only | 55+ age-restricted | Built 1986 - 1993 | 198 homes
Patrician Oaks
$100ks
Patrician Oaks, Dunedin, FL
Resale Only | 55+ age-restricted | Built 1975 - 1982 | 120 homes
Want to learn more about 55+ communities in Holiday? 55places can help!
Questions? Call us: (727) 800-3371
Green Dolphin
$100ks
Green Dolphin, Tarpon Springs, FL
Resale Only | 55+ age-restricted | Built 1974 - 1990 | 315 homes
Scotsdale Cluster Condomi...
$200ks
Scotsdale Cluster Condomi..., Dunedin, FL
Resale Only | 55+ age-restricted | Built 1980 - 1983 | 148 homes
Pinehurst Village
$100ks
Pinehurst Village, Dunedin, FL
Resale Only | 55+ age-restricted | Built 1973 - 1976 | 240 homes
Imperial Pines Condominiu...
$100ks - $200ks
Imperial Pines Condominiu..., Clearwater, FL
Resale Only | 55+ age-restricted | Built 1985 - 1985 | 181 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
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
Key Vista Villas
$300ks
Key Vista Villas, Holiday, FL
Resale Only | 55+ age-restricted | Built 2001 - 2005 | 170 homes
Linkside Village
$200ks
Linkside Village, Port Richey, FL
Resale Only | 55+ age-restricted | Built 1981 - 1985 | 100 homes
New Port Corners
$200ks - $500ks
New Port Corners, New Port Richey, FL
New Construction | 55+ age-restricted | Built 2025 - present
Country Oaks
$100ks
Country Oaks, Hudson, FL
Resale Only | 55+ age-restricted | Built 1981 - 1986 | 42 homes
Want to learn more about 55+ communities in Holiday? 55places can help!
Questions? Call us: (727) 800-3371
Soleta at Starkey Ranch
$500ks - $600ks
Soleta at Starkey Ranch, Odessa, FL
New Construction | Age-targeted | Built 2023 - present | 139 homes
Village on the Green 2543 ROYAL PINES CIR 17K, CLEARWATER, FL..., Clearwater, FL 33763
$252,500

2 beds

|

2 baths

|

1,030 sq ft

|

Condo

2543 ROYAL PINES CIR 17K, CLEARWATER, FL...
Heritage Lake 4903 LEYTE CT 67, NEW PORT RICHEY, FL, 3..., New Port Richey, FL 34655
$169,900

2 beds

|

2 baths

|

1,135 sq ft

|

Condo

4903 LEYTE CT 67, NEW PORT RICHEY, FL, 3...
Community: Heritage Lake
New Imperial Pines Condominiums 3076 EASTLAND BLVD 203, CLEARWATER, FL, ..., Clearwater, FL 33761
$260,000

2 beds

|

2 baths

|

1,250 sq ft

|

Condo

3076 EASTLAND BLVD 203, CLEARWATER, FL, ...
New Patrician Oaks 820 VIRGINIA ST 104, DUNEDIN, FL, 34698, Dunedin, FL 34698
$169,900

2 beds

|

2 baths

|

1,044 sq ft

|

Condo

820 VIRGINIA ST 104, DUNEDIN, FL, 34698
Community: Patrician Oaks
New Village on the Green 2502 ROYAL PINES CIR 5B, CLEARWATER, FL,..., Clearwater, FL 33763
$199,999

2 beds

|

2 baths

|

1,030 sq ft

|

Condo

2502 ROYAL PINES CIR 5B, CLEARWATER, FL,...
Want to learn more about 55+ communities in Holiday? 55places can help!
Questions? Call us: (727) 800-3371
New Timber Oaks 10749 FALLEN LEAF LN, PORT RICHEY, FL, 3..., Port Richey, FL 34668
$239,900

2 beds

|

2 baths

|

1,470 sq ft

|

House

10749 FALLEN LEAF LN, PORT RICHEY, FL, 3...
Community: Timber Oaks
New Victoria Lakes 11169 MANOR HOUSE LN, ODESSA, FL, 33556, Odessa, FL 33556
$1,314,791

6 beds

|

5 baths

|

3,914 sq ft

|

House

11169 MANOR HOUSE LN, ODESSA, FL, 33556
Community: Victoria Lakes
New Highland Lakes on Lake Tarpon 2866 THISTLE CT, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684
$459,900

2 beds

|

2 baths

|

1,578 sq ft

|

House

2866 THISTLE CT, PALM HARBOR, FL, 34684
New Heritage Springs 1427 FALLOWFIELD DR, TRINITY, FL, 34655, Trinity, FL 34655
$375,000

2 beds

|

2 baths

|

2,108 sq ft

|

House

1427 FALLOWFIELD DR, TRINITY, FL, 34655
Community: Heritage Springs
New Timber Oaks 10641 TONAPA LOOP, PORT RICHEY, FL, 3466..., Port Richey, FL 34668
$224,900

2 beds

|

2 baths

|

1,112 sq ft

|

House

10641 TONAPA LOOP, PORT RICHEY, FL, 3466...
Community: Timber Oaks
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.
New Timber Oaks 8221 PALENCIA DR, PORT RICHEY, FL, 34668, Port Richey, FL 34668
$234,900

2 beds

|

2 baths

|

1,506 sq ft

|

House

8221 PALENCIA DR, PORT RICHEY, FL, 34668
Community: Timber Oaks
New Heritage Springs 1023 ALMONDWOOD DR, NEW PORT RICHEY, FL,..., New Port Richey, FL 34655
$349,900

2 beds

|

3 baths

|

1,903 sq ft

|

Villa

1023 ALMONDWOOD DR, NEW PORT RICHEY, FL,...
Community: Heritage Springs
New Heather Lake Condominiums 821 PATRICIA AVE 202, DUNEDIN, FL, 34698, Dunedin, FL 34698
$145,000

2 beds

|

1 baths

|

935 sq ft

|

Condo

821 PATRICIA AVE 202, DUNEDIN, FL, 34698
New Heritage Springs 1856 ARBOR KNOLL LOOP, NEW PORT RICHEY, ..., New Port Richey, FL 34655
$399,900

3 beds

|

2 baths

|

1,683 sq ft

|

House

1856 ARBOR KNOLL LOOP, NEW PORT RICHEY, ...
Community: Heritage Springs
New Scotsdale Cluster Condominiums 1428 SUMMER ISLE CT, DUNEDIN, FL, 34698, Dunedin, FL 34698
$345,000

2 beds

|

2 baths

|

1,110 sq ft

|

Condo

1428 SUMMER ISLE CT, DUNEDIN, FL, 34698
New Heather Ridge 1450 HEATHER RIDGE BLVD 201, DUNEDIN, FL..., Dunedin, FL 34698
$229,000

2 beds

|

2 baths

|

1,065 sq ft

|

Condo

1450 HEATHER RIDGE BLVD 201, DUNEDIN, FL...
Community: Heather Ridge
Want to learn more about 55+ communities in Holiday? 55places can help!
Questions? Call us: (727) 800-3371
Timber Oaks 8215 SAN FELIPE CT, PORT RICHEY, FL, 346..., Port Richey, FL 34668
$229,900

3 beds

|

2 baths

|

1,422 sq ft

|

House

8215 SAN FELIPE CT, PORT RICHEY, FL, 346...
Community: Timber Oaks
Heritage Springs 1202 WOLFORD DR, TRINITY, FL, 34655, Trinity, FL 34655
$359,000

2 beds

|

2 baths

|

1,655 sq ft

|

Villa

1202 WOLFORD DR, TRINITY, FL, 34655
Community: Heritage Springs
Anchorage 705 LEEWARD WAY, PALM HARBOR, FL, 34685, Palm Harbor, FL 34685
$419,000

2 beds

|

2 baths

|

1,592 sq ft

|

House

705 LEEWARD WAY, PALM HARBOR, FL, 34685
Community: Anchorage
Summertree 11438 MERGANSER WAY, NEW PORT RICHEY, FL..., New Port Richey, FL 34654
$325,000

3 beds

|

2 baths

|

1,558 sq ft

|

House

11438 MERGANSER WAY, NEW PORT RICHEY, FL...
Community: Summertree
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.
Key Vista Villas 2931 WALNUT GROVE CT, HOLIDAY, FL, 34691, Holiday, FL 34691
$324,900

3 beds

|

2 baths

|

1,341 sq ft

|

House

2931 WALNUT GROVE CT, HOLIDAY, FL, 34691
Community: Key Vista Villas
Green Dolphin 1302 GOLFVIEW DR, TARPON SPRINGS, FL, 34..., Tarpon Springs, FL 34689
$249,900

2 beds

|

2 baths

|

1,120 sq ft

|

Villa

1302 GOLFVIEW DR, TARPON SPRINGS, FL, 34...
Community: Green Dolphin
Heritage Lake 9545 DANVILLE CT 42, NEW PORT RICHEY, FL..., New Port Richey, FL 34655
$187,000

2 beds

|

2 baths

|

1,135 sq ft

|

Condo

9545 DANVILLE CT 42, NEW PORT RICHEY, FL...
Community: Heritage Lake
Timber Oaks 8310 HIGH POINT CIR 4, PORT RICHEY, FL, ..., Port Richey, FL 34668
$129,900

2 beds

|

2 baths

|

978 sq ft

|

Condo

8310 HIGH POINT CIR 4, PORT RICHEY, FL, ...
Community: Timber Oaks
Summertree 11501 BLOOMINGTON CT, NEW PORT RICHEY, F..., New Port Richey, FL 34654
$344,900

3 beds

|

2 baths

|

1,863 sq ft

|

House

11501 BLOOMINGTON CT, NEW PORT RICHEY, F...
Community: Summertree
Highland Lakes on Lake Tarpon 1745 DUGALL CT, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684
$425,000

2 beds

|

2 baths

|

1,775 sq ft

|

House

1745 DUGALL CT, PALM HARBOR, FL, 34684
Beacon Lakes 4448 CHART CT 5-C, NEW PORT RICHEY, FL, ..., New Port Richey, FL 34652
$115,000

2 beds

|

2 baths

|

1,144 sq ft

|

Condo

4448 CHART CT 5-C, NEW PORT RICHEY, FL, ...
Community: Beacon Lakes
Want to learn more about 55+ communities in Holiday? 55places can help!
Questions? Call us: (727) 800-3371
Cindy Certified
12343 MOSS LAKE LOOP, NEW PORT RICHEY, F..., New Port Richey, FL 34655
$470,000

4 beds

|

2 baths

|

1,993 sq ft

|

House

12343 MOSS LAKE LOOP, NEW PORT RICHEY, F...
Timber Oaks 11231 DOLLAR LAKE DR 4, PORT RICHEY, FL,..., Port Richey, FL 34668
$125,000

2 beds

|

2 baths

|

1,210 sq ft

|

Condo

11231 DOLLAR LAKE DR 4, PORT RICHEY, FL,...
Community: Timber Oaks
Victoria Lakes 11164 MANOR HOUSE LN, ODESSA, FL, 33556, Odessa, FL 33556
$1,323,486

5 beds

|

5 baths

|

3,846 sq ft

|

House

11164 MANOR HOUSE LN, ODESSA, FL, 33556
Community: Victoria Lakes
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.
Victoria Lakes 11126 MANOR HOUSE LN, ODESSA, FL, 33556, Odessa, FL 33556
$1,515,000

6 beds

|

5 baths

|

4,311 sq ft

|

House

11126 MANOR HOUSE LN, ODESSA, FL, 33556
Community: Victoria Lakes
Heritage Lake 9528 BUNKER HILL CT, NEW PORT RICHEY, FL..., New Port Richey, FL 34655
$224,900

2 beds

|

2 baths

|

1,135 sq ft

|

Condo

9528 BUNKER HILL CT, NEW PORT RICHEY, FL...
Community: Heritage Lake
Heather Lake Condominiums 940 VIRGINIA ST 103, DUNEDIN, FL, 34698, Dunedin, FL 34698
$185,000

2 beds

|

2 baths

|

927 sq ft

|

Condo

940 VIRGINIA ST 103, DUNEDIN, FL, 34698
Heritage Springs 12027 FERN TERRACE CT, TRINITY, FL, 3465..., Trinity, FL 34655
$460,000

3 beds

|

2 baths

|

1,683 sq ft

|

House

12027 FERN TERRACE CT, TRINITY, FL, 3465...
Community: Heritage Springs
Cindy Certified
12342 OCONEE BLVD, NEW PORT RICHEY, FL, ..., New Port Richey, FL 34654
$319,900

3 beds

|

2 baths

|

1,377 sq ft

|

House

12342 OCONEE BLVD, NEW PORT RICHEY, FL, ...
Highland Lakes on Lake Tarpon 2950 CURLING CT, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684
$300,000

2 beds

|

2 baths

|

978 sq ft

|

House

2950 CURLING CT, PALM HARBOR, FL, 34684
Highland Lakes on Lake Tarpon 1139 ORANGE TREE CIR A, PALM HARBOR, FL,..., Palm Harbor, FL 34684
$202,000

2 beds

|

2 baths

|

960 sq ft

|

Villa

1139 ORANGE TREE CIR A, PALM HARBOR, FL,...
Highland Lakes on Lake Tarpon 2336 MALCOLM DR, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684
$395,000

2 beds

|

2 baths

|

1,288 sq ft

|

House

2336 MALCOLM DR, PALM HARBOR, FL, 34684
Want to learn more about 55+ communities in Holiday? 55places can help!
Questions? Call us: (727) 800-3371
Pine Ridge at Palm Harbor 1700 PINE RIDGE WAY C1, PALM HARBOR, FL,..., Palm Harbor, FL 34684
$145,000

2 beds

|

2 baths

|

1,038 sq ft

|

Condo

1700 PINE RIDGE WAY C1, PALM HARBOR, FL,...
Highland Lakes on Lake Tarpon 945 MADRID DR, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684
$265,000

2 beds

|

2 baths

|

980 sq ft

|

Villa

945 MADRID 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.

Frequently Asked Questions


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