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Homes for Sale in Southwest Florida

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130 homes for “Holiday”

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3 bed home in Naples
For Sale

$899,999

MLS# 226021053
3 bd2.5 ba2,470 sqft

7186 Wilton Drive, Naples, FL, 34109

4 bed home in Ruskin
For Sale

$325,000

MLS# 226022344
4 bd2 ba1,936 sqft

444 Serenity Mill Loop, Ruskin, FL, 33570

3 bed home in Fort Myers
For Sale
Pool

$1,150,000

MLS# 2026021694
3 bd2.5 ba3,631 sqft

13746 Brynwood Lane, Fort Myers, FL, 33912

2 bed home in Naples
For Sale
Waterfront

$295,000

MLS# 226022536
2 bd2 ba1,194 sqft

10333 Heritage Bay Boulevard 1725, Naples, FL, 34120

4 bed home in Fort Myers
For Sale

$459,500

MLS# 226020722
4 bd3 ba2,230 sqft

12509 Gemstone Court, Fort Myers, FL, 33913

2 bed home in Naples
For Sale
Waterfront

$695,000

MLS# 226002111
2 bd2 ba2,136 sqft

5908 Three Iron Drive 2204, Naples, FL, 34110

3 bed home in Cape Coral
For Sale
Waterfront Pool

$479,919

MLS# 2026024644
3 bd2 ba2,255 sqft

615 SE 19th Court, Cape Coral, FL, 33990

2 bed home in Fort Myers
For Sale

$189,000

MLS# 2026024170
2 bd1 ba768 sqft

11751 Oakdale Drive, Fort Myers, FL, 33908

5 bed home in Naples
For Sale
Waterfront Pool

$5,995,000

MLS# 226020832
5 bd5.5 ba3,482 sqft

1566 Curlew Avenue, Naples, FL, 34102

2 bed home in Estero
For Sale
Waterfront

$224,000

MLS# 2026025975
2 bd2 ba1,312 sqft

20670 Candlewood Holw, Estero, FL, 33928

5 bed home in North Fort Myers
For Sale
Waterfront

$424,900

MLS# 2026022359
5 bd3 ba2,634 sqft

2849 Pillar Coral Lane, North Fort Myers, FL, 33903

5 bed home in Fort Myers
For Sale

$439,900

MLS# 2026016053
5 bd3 ba2,758 sqft

10519 Winged Elm Lane, Fort Myers, FL, 33913

4 bed home in Ave Maria
For Sale

$612,118

MLS# 226022641
4 bd3 ba3,330 sqft

4727 GAMBERO Way, Ave Maria, FL, 34142

bed home in Naples
For Sale
Waterfront

$375,000

MLS# 226021422
— bd1 ba350 sqft

900 Broad Avenue 125, Naples, FL, 34102

2 bed home in North Fort Myers
For Sale
Waterfront

$125,000

MLS# 2026024723
2 bd2 ba1,056 sqft

3163 Indian Village Lane, North Fort Myers, FL, 33917

4 bed home in Punta Gorda
For Sale

$394,900

MLS# 225085079
4 bd2 ba1,828 sqft

44495 Palm Frond Drive, Punta Gorda, FL, 33982

3 bed home in Cape Coral
For Sale
Pool

$400,000

MLS# 2026021803
3 bd2 ba2,242 sqft

1709 NW 15th Terrace, Cape Coral, FL, 33993

1 bed home in Marco Island
For Sale
Waterfront

$7,000

MLS# 226022026
1 bd2 ba855 sqft

10 Tampa Place 501, Marco Island, FL, 34145

4 bed home in Fort Myers
For Sale

$409,900

MLS# 2026022641
4 bd2 ba2,083 sqft

12835 Oakpointe Circle, Fort Myers, FL, 33912

1 bed home in Marco Island
For Sale
Waterfront

$7,000

MLS# 226022046
1 bd2 ba728 sqft

10 Tampa Place 505, Marco Island, FL, 34145

4 bed home in Naples
For Sale

$560,000

MLS# 226021652
4 bd3 ba1,772 sqft

208 45Th Avenue, Naples, FL, 34120

1 bed home in Marco Island
For Sale
Waterfront

$7,000

MLS# 226021907
1 bd2 ba728 sqft

10 Tampa Place 404, Marco Island, FL, 34145

2 bed home in Naples
For Sale

$74,900

MLS# 225070893
2 bd2 ba972 sqft

539 Poinsettia Lane 152, Naples, FL, 34114

5 bed home in Fort Myers
For Sale
Pool

$999,000

MLS# 2026022632
5 bd3.5 ba3,928 sqft

1357 Osceola Drive, Fort Myers, FL, 33901

Listing information is provided in part by the Florida Gulf Coast Multiple Listing Service (MLS) through its Broker Reciprocity / Internet Data Exchange (IDX) program. Properties displayed may be listed by brokerages other than SWFL Relocation Team. Data is deemed reliable but is not guaranteed accurate by the MLS or this brokerage and should be independently verified. Fees, flood zones, taxes, square footage, and school assignments are estimates from the feed and must be confirmed. © 2026 SWFL Relocation Team. All rights reserved.