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Homes for Sale in Southwest Florida

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130 homes for “Holiday”

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2 bed home in Naples
For Sale

$255,000

MLS# 226008529
2 bd2 ba1,320 sqft

5912 Cranbrook Way H202, Naples, FL, 34112

3 bed home in Naples
For Sale

$339,999

MLS# 226001218
3 bd2 ba1,573 sqft

2350 Hidden Lake Court 8513, Naples, FL, 34112

2 bed home in Fort Myers
For Sale

$199,000

MLS# 2026012377
2 bd2 ba920 sqft

11791 Papershell Drive, Fort Myers, FL, 33908

3 bed home in Fort Myers
For Sale
Waterfront

$565,000

MLS# 2026008764
3 bd2 ba2,139 sqft

2090 W 1st Street 1206, Fort Myers, FL, 33901

2 bed home in Naples
For Sale

$1,099,000

MLS# 226005375
2 bd2 ba902 sqft

101 8th Street 201, Naples, FL, 34102

4 bed home in Fort Myers Beach
For Sale
Pool

$850,000

MLS# 2026006883
4 bd3 ba1,390 sqft

4870 Coquina Road, Fort Myers Beach, FL, 33931

2 bed home in North Fort Myers
For Sale

$215,000

MLS# 2026011132
2 bd2 ba1,401 sqft

5554 Sir Walter Way, North Fort Myers, FL, 33917

2 bed home in Naples
For Sale
Waterfront

$525,000

MLS# 226008071
2 bd2 ba1,519 sqft

14591 Edgewater Circle, Naples, FL, 34114

4 bed home in Fort Myers Beach
For Sale
Pool

$1,324,000

MLS# 226007600
4 bd3 ba2,172 sqft

4880 Coquina Road, Fort Myers Beach, FL, 33931

3 bed home in Sanibel
For Sale
Waterfront

$899,000

MLS# 226009206
3 bd2 ba1,421 sqft

585 E Gulf Drive A2, Sanibel, FL, 33957

3 bed home in Cape Coral
For Sale
Waterfront Pool

$995,000

MLS# 2026004508
3 bd3 ba2,526 sqft

1707 NW 34th Avenue, Cape Coral, FL, 33993

3 bed home in Punta Gorda
For Sale

$379,000

MLS# 2026001534
3 bd2 ba1,682 sqft

17533 Timberline Parkway, Punta Gorda, FL, 33982

2 bed home in Cape Coral
For Sale
Waterfront

$267,000

MLS# 226004638
2 bd2 ba1,200 sqft

1706 Bikini Court 202, Cape Coral, FL, 33904

2 bed home in Cape Coral
For Sale

$179,900

MLS# 2026001223
2 bd2 ba1,203 sqft

4011 Palm Tree Boulevard 205, Cape Coral, FL, 33904

4 bed home in Estero
For Sale

$899,900

MLS# 226005041
4 bd3 ba3,077 sqft

14310 Pine Hollow Drive, Estero, FL, 33928

2 bed home in Naples
For Sale
Waterfront

$150,000

MLS# 225083895
2 bd2 ba1,032 sqft

193 Carissa Lane 89, Naples, FL, 34114

2 bed home in Fort Myers Beach
For Sale
Waterfront

$305,000

MLS# 2025022764
2 bd2 ba1,226 sqft

4591 Bay Beach Lane 294, Fort Myers Beach, FL, 33931

2 bed home in Holiday
For Sale

$215,950

MLS# 226002466
2 bd2 ba1,257 sqft

4209 CASTLEWOOD Drive, Holiday, FL, 34691

3 bed home in Punta Gorda
For Sale
Waterfront Pool

$1,899,000

MLS# 2025021235
3 bd4 ba3,300 sqft

27300 Egret Place, Punta Gorda, FL, 33983

3 bed home in Naples
For Sale
Pool

$649,000

MLS# 226001408
3 bd2 ba1,667 sqft

4198 Royal Wood Boulevard, Naples, FL, 34112

3 bed home in Naples
For Sale

$497,000

MLS# 225082122
3 bd3 ba1,736 sqft

14927 Sterling Oaks Drive, Naples, FL, 34110

3 bed home in Lehigh Acres
For Sale

$294,000

MLS# 2025015354
3 bd2 ba1,552 sqft

3008 28th Street, Lehigh Acres, FL, 33971

1 bed home in Naples
For Sale

$105,000

MLS# 225077593
1 bd2 ba762 sqft

471 Palm Drive 310, Naples, FL, 34114

3 bed home in Cape Coral
For Sale
Waterfront Pool

$675,000

MLS# 2025005441
3 bd2.5 ba2,444 sqft

5609 Harbour Circle, Cape Coral, FL, 33914

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.