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Holiday, FL 55+ active adult communities & homes for sale - Page 6

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
Cindy Certified
6388 SPIDER LILY WAY, NEW PORT RICHEY, F..., New Port Richey, FL 34653
$389,000

4 beds

|

2 baths

|

1,936 sq ft

|

House

6388 SPIDER LILY WAY, NEW PORT RICHEY, F...
Highland Lakes on Lake Tarpon 999 GILLESPIE DR, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684
$449,000

3 beds

|

2 baths

|

1,732 sq ft

|

House

999 GILLESPIE DR, PALM HARBOR, FL, 34684
Highland Lakes on Lake Tarpon 2740 HAMBLE VILLAGE LN, PALM HARBOR, FL,..., Palm Harbor, FL 34684
$429,900

3 beds

|

2 baths

|

1,595 sq ft

|

House

2740 HAMBLE VILLAGE LN, PALM HARBOR, FL,...
Highland Lakes on Lake Tarpon 3127 MISSION GROVE DR 3127, PALM HARBOR,..., Palm Harbor, FL 34684
$115,000

2 beds

|

2 baths

|

866 sq ft

|

Condo

3127 MISSION GROVE DR 3127, PALM HARBOR,...
Esplanade at Starkey Ranch 3270 FRANCOA DR, ODESSA, FL, 33556, Odessa, FL 33556
$489,999

2 beds

|

2 baths

|

1,689 sq ft

|

House

3270 FRANCOA DR, ODESSA, FL, 33556
Want to learn more about 55+ communities in Holiday? 55places can help!
Questions? Call us: (727) 800-3371
Highland Lakes on Lake Tarpon 2819 THISTLE CT, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684
$329,900

2 beds

|

2 baths

|

1,288 sq ft

|

House

2819 THISTLE CT, PALM HARBOR, FL, 34684
Highland Lakes on Lake Tarpon 1059 DUNROBIN DR B, PALM HARBOR, FL, 346..., Palm Harbor, FL 34684
$189,900

2 beds

|

2 baths

|

1,230 sq ft

|

Villa

1059 DUNROBIN DR B, PALM HARBOR, FL, 346...
Heritage Lake 9027 WARWICK LN, NEW PORT RICHEY, FL, 34..., New Port Richey, FL 34655
$126,000

2 beds

|

2 baths

|

1,309 sq ft

|

Condo

9027 WARWICK LN, NEW PORT RICHEY, FL, 34...
Community: Heritage Lake
Timber Greens 9519 SCENIC PINE CT, NEW PORT RICHEY, FL..., New Port Richey, FL 34655
$275,000

2 beds

|

2 baths

|

1,282 sq ft

|

Villa

9519 SCENIC PINE CT, NEW PORT RICHEY, FL...
Community: Timber Greens
Timber Oaks 8634 WINDING WOOD DR, PORT RICHEY, FL, 3..., Port Richey, FL 34668
$200,000

2 beds

|

2 baths

|

1,112 sq ft

|

House

8634 WINDING WOOD DR, PORT RICHEY, FL, 3...
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.
Highland Lakes on Lake Tarpon 3472 MACLAREN DR, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684
$319,800

2 beds

|

2 baths

|

1,289 sq ft

|

Villa

3472 MACLAREN DR, PALM HARBOR, FL, 34684
Timber Oaks 11220 ELDERBERRY DR, PORT RICHEY, FL, 34..., Port Richey, FL 34668
$240,000

2 beds

|

2 baths

|

1,347 sq ft

|

House

11220 ELDERBERRY DR, PORT RICHEY, FL, 34...
Community: Timber Oaks
Heather Lake Condominiums 970 VIRGINIA ST 107, DUNEDIN, FL, 34698, Dunedin, FL 34698
$138,000

2 beds

|

1 baths

|

965 sq ft

|

Condo

970 VIRGINIA ST 107, DUNEDIN, FL, 34698
Cindy Certified
270 DIOGENES ST, DUNEDIN, FL, 34698, Dunedin, FL 34698
$499,000

3 beds

|

2 baths

|

1,364 sq ft

|

House

270 DIOGENES ST, DUNEDIN, FL, 34698
Cindy Certified
266 PLATON AVE, DUNEDIN, FL, 34698, Dunedin, FL 34698
$499,000

3 beds

|

2 baths

|

1,364 sq ft

|

House

266 PLATON AVE, DUNEDIN, FL, 34698
Beacon Lakes 3835 LIGHTHOUSE WAY, NEW PORT RICHEY, FL..., New Port Richey, FL 34652
$128,250

2 beds

|

2 baths

|

1,144 sq ft

|

Condo

3835 LIGHTHOUSE WAY, 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
Highland Lakes on Lake Tarpon 1472 QUEEN ANNE BLVD, PALM HARBOR, FL, 3..., Palm Harbor, FL 34684
$419,000

2 beds

|

2 baths

|

1,211 sq ft

|

House

1472 QUEEN ANNE BLVD, PALM HARBOR, FL, 3...
Highland Lakes on Lake Tarpon 2828 HIGHLANDS BLVD A, PALM HARBOR, FL, ..., Palm Harbor, FL 34684
$244,900

2 beds

|

2 baths

|

1,000 sq ft

|

Condo

2828 HIGHLANDS BLVD A, PALM HARBOR, FL, ...
Highland Lakes on Lake Tarpon 860 MACLAREN DR B, PALM HARBOR, FL, 3468..., Palm Harbor, FL 34684
$259,900

2 beds

|

2 baths

|

1,230 sq ft

|

Condo

860 MACLAREN DR B, PALM HARBOR, FL, 3468...
Heritage Lake 9319 TROWBRIDGE CT, NEW PORT RICHEY, FL,..., New Port Richey, FL 34655
$175,000

2 beds

|

2 baths

|

1,174 sq ft

|

Villa

9319 TROWBRIDGE CT, NEW PORT RICHEY, FL,...
Community: Heritage Lake
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.
Timber Oaks 11543 ORLEANS LN, PORT RICHEY, FL, 34668, Port Richey, FL 34668
$180,000

2 beds

|

2 baths

|

993 sq ft

|

Condo

11543 ORLEANS LN, PORT RICHEY, FL, 34668
Community: Timber Oaks
Green Dolphin 1250 S PINELLAS AVE 711, TARPON SPRINGS,..., Tarpon Springs, FL 34689
$117,500

1 beds

|

1 baths

|

565 sq ft

|

Condo

1250 S PINELLAS AVE 711, TARPON SPRINGS,...
Community: Green Dolphin
Timber Oaks 8150 BRADDOCK CIR 3, PORT RICHEY, FL, 34..., Port Richey, FL 34668
$150,000

2 beds

|

2 baths

|

1,000 sq ft

|

Condo

8150 BRADDOCK CIR 3, PORT RICHEY, FL, 34...
Community: Timber Oaks
Timber Oaks 8225 SAN FELIPE CT, PORT RICHEY, FL, 346..., Port Richey, FL 34668
$266,900

2 beds

|

2 baths

|

1,560 sq ft

|

House

8225 SAN FELIPE CT, PORT RICHEY, FL, 346...
Community: Timber Oaks
Timber Oaks 10520 SPRINGWOOD DR, PORT RICHEY, FL, 34..., Port Richey, FL 34668
$225,000

2 beds

|

2 baths

|

1,218 sq ft

|

House

10520 SPRINGWOOD DR, PORT RICHEY, FL, 34...
Community: Timber Oaks
Beacon Lakes 3836 LIGHTHOUSE WAY 3836, NEW PORT RICHE..., New Port Richey, FL 34652
$125,000

2 beds

|

2 baths

|

1,144 sq ft

|

Condo

3836 LIGHTHOUSE WAY 3836, NEW PORT RICHE...
Community: Beacon Lakes
Heritage Lake 9058 ARUNDLE PL, NEW PORT RICHEY, FL, 34..., New Port Richey, FL 34655
$224,900

2 beds

|

2 baths

|

1,553 sq ft

|

Condo

9058 ARUNDLE PL, NEW PORT RICHEY, FL, 34...
Community: Heritage Lake
Want to learn more about 55+ communities in Holiday? 55places can help!
Questions? Call us: (727) 800-3371
Timber Oaks 11210 CARRIAGE HILL DR 5, PORT RICHEY, F..., Port Richey, FL 34668
$125,000

2 beds

|

2 baths

|

954 sq ft

|

Condo

11210 CARRIAGE HILL DR 5, PORT RICHEY, F...
Community: Timber Oaks
Pine Ridge at Palm Harbor 2687 PINE RIDGE WAY H1, PALM HARBOR, FL,..., Palm Harbor, FL 34684
$180,000

2 beds

|

2 baths

|

1,104 sq ft

|

Condo

2687 PINE RIDGE WAY H1, PALM HARBOR, FL,...
Pine Ridge at Palm Harbor 2642 PINE RIDGE WAY G2, PALM HARBOR, FL,..., Palm Harbor, FL 34684
$184,000

2 beds

|

2 baths

|

1,038 sq ft

|

Condo

2642 PINE RIDGE WAY G2, PALM HARBOR, FL,...
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.
Timber Oaks 10636 SALAMANCA DR, PORT RICHEY, FL, 346..., Port Richey, FL 34668
$199,000

2 beds

|

2 baths

|

1,332 sq ft

|

House

10636 SALAMANCA DR, PORT RICHEY, FL, 346...
Community: Timber Oaks
Timber Greens 9631 OAKWOOD HILLS CT, NEW PORT RICHEY, ..., New Port Richey, FL 34655
$489,999

3 beds

|

2 baths

|

1,888 sq ft

|

House

9631 OAKWOOD HILLS CT, NEW PORT RICHEY, ...
Community: Timber Greens
Edgewater Arms 632 EDGEWATER DR 139, DUNEDIN, FL, 34698, Dunedin, FL 34698
$299,700

2 beds

|

2 baths

|

1,330 sq ft

|

Condo

632 EDGEWATER DR 139, DUNEDIN, FL, 34698
Community: Edgewater Arms
Heritage Lake 4968 GRIST MILL CIR, NEW PORT RICHEY, FL..., New Port Richey, FL 34655
$159,900

2 beds

|

2 baths

|

962 sq ft

|

Villa

4968 GRIST MILL CIR, NEW PORT RICHEY, FL...
Community: Heritage Lake
Timber Oaks 10541 GREEN MEADOW LN, PORT RICHEY, FL, ..., Port Richey, FL 34668
$260,000

2 beds

|

2 baths

|

1,422 sq ft

|

House

10541 GREEN MEADOW LN, PORT RICHEY, FL, ...
Community: Timber Oaks
Heritage Springs 1300 FALLOWFIELD DR, TRINITY, FL, 34655, Trinity, FL 34655
$425,000

2 beds

|

2 baths

|

1,870 sq ft

|

House

1300 FALLOWFIELD DR, TRINITY, FL, 34655
Community: Heritage Springs
Timber Greens 10036 BROOKDALE DR, NEW PORT RICHEY, FL,..., New Port Richey, FL 34655
$335,000

3 beds

|

2 baths

|

1,694 sq ft

|

House

10036 BROOKDALE DR, NEW PORT RICHEY, FL,...
Community: Timber Greens
Highland Lakes on Lake Tarpon 2740 HIGHLANDS BLVD B, PALM HARBOR, FL, ..., Palm Harbor, FL 34684
$180,000

2 beds

|

2 baths

|

1,000 sq ft

|

Villa

2740 HIGHLANDS BLVD B, PALM HARBOR, FL, ...
Want to learn more about 55+ communities in Holiday? 55places can help!
Questions? Call us: (727) 800-3371
Highland Lakes on Lake Tarpon 3113 MISSION GROVE DR 3113, PALM HARBOR,..., Palm Harbor, FL 34684
$144,900

2 beds

|

2 baths

|

866 sq ft

|

Condo

3113 MISSION GROVE DR 3113, PALM HARBOR,...
Heritage Lake 4643 SANDPOINTE DR, NEW PORT RICHEY, FL,..., New Port Richey, FL 34655
$310,000

3 beds

|

2 baths

|

1,708 sq ft

|

House

4643 SANDPOINTE DR, NEW PORT RICHEY, FL,...
Community: Heritage Lake
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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