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$15,000
Single Family Home, Condo
675 Yucca RD, Naples, FL 34102
Experience luxurious coastal living in one of Naples' most sought-after neighborhoods—Coquina Sands. Nestled on an expan...
Listed by John R Wood Properties
$12,500
Condo
5550 Heron Point DR #304, Naples, FL 34108
St. Nicole at Pelican Bay is available for December and January! This corner third floor unit features a split floor pla...
Listed by William Raveis Real Estate
$11,000
Single Family Home, Condo
1031 Tivoli LN, Naples, FL 34104
Vacation Rental Opportunity: Ideal for Two Families! <br>Discover this stunning 4-bedroom, 3-bathroom pool home nestled ...
Listed by Berkshire Hathaway FL Realty
$10,000
Single Family Home
202 Bears Paw TRL #97, Naples, FL 34105
*** RENTED January-March 2026 / OTHER DATES AVAILABLE *** This beautiful villa offers 2 bed/2 bath and a spacious enclos...
Listed by Downing Frye Realty Inc.
$9,500
Single Family Home, Condo
1106 Jardin DR, Naples, FL 34104
Beautifully decorated 3 bedroom 3 full bath pool home is ready for your short term vacation rental in Naples. Located i...
Listed by RE/MAX Hallmark Realty
$9,000
Condo
25900 Hickory BLVD #803, Bonita Springs, FL 34134
This 8th floor Bonita Beach vacation rental is on the top-level of Casa Bonita Grande. Brand new floor-to-ceiling window...
Listed by Kyle A. Hacias P.A.
$9,000
Condo
8375 EXCALIBUR CIR #I4, Naples, FL 34108
Now Available for Seasonal Rental – Starting October 1 <br>Avalon at Pelican Bay | 2 BR + 2 BA | Lake View | Enclosed La...
Listed by Keller Williams Realty Naples
$8,900
Single Family Home
551 Beachwalk CIR #85-0, Naples, FL 34108
RESERVE NOW AND LOCK IN NEXT SEASON IN BEAUTIFUL NAPLES. UNIT IS ALSO AVAILABLE ANNUALLY. Don't miss your chance to secu...
Listed by Florida Gulfshore Realty
$8,750
Single Family Home, Condo
1677 Northgate DR, Naples, FL 34105
Offered as an annual rental and unfurnished! Step into a world of modern sophistication, where contemporary elegance mee...
Listed by Florida Prime Realty, LLC
$8,000
Condo
17260 Cherrywood CT #5802, Bonita Springs, FL 34135
LOW OFF SEASON RATE!!! Come enjoy paradise this winter in Bonita National!!! Social Membership Included!!! Join the Good...
Listed by Crimaldi and Associates, LLC
$7,995
Condo
20240 Burnside PL #1603, Estero, FL 33928
Desirable first floor coach home in the beautiful community of Avalon in the Club at Grandezza. This light, bright and a...
Listed by DomainRealty.com LLC
$5,750
Condo
10337 Heritage Bay BLVD #1813, Naples, FL 34120
One of Naples hottest golf course communities with fabulous amenities. Beautiful two bedroom, two bathroom first floor u...
Listed by Phase III Real Estate Services
$5,500
Single Family Home
10541 Diamante WAY, Fort Myers, FL 33913
AVAILABLE Season 2026 March & April. Off Season August through December 2025. Beautifully decorated 2 bedroom, 2 bath Vi...
Listed by Cornerstone Coastal Properties
$5,500
Condo
1415 Sweetwater CV #104, Naples, FL 34110
Three bedroom two bath first floor end unit condo just a 2 minute walk to the fantastic amenities of Sterling Oaks and m...
Listed by Coldwell Banker Realty
$5,000
Single Family Home, Condo
4630 1st AVE SW, Naples, FL 34119
BEAUTIFULLY APPOINTED HOME FOR RENT! This stunning three-bedroom, two-bathroom home boasts 1,819 sq ft of living space u...
Listed by William Raveis Real Estate
$4,500
Condo
8125 Celeste DR #5216, Naples, FL 34113
Beautiful 3 bedroom, 2 bath Florida Condo available for vacation rental. This stunning, well-taken care of 2nd floor con...
Listed by Realty One Group MVP
$4,500
Single Family Home
9020 Saint Lucia DR, Naples, FL 34114
Discover unparalleled luxury in this exquisite Stillwater villa, the most desired attached floor plan in Azure at Hacien...
Listed by Achieve Realty LLC
$4,500
Single Family Home, Condo
9782 Campbell CIR, Naples, FL 34109
Situated in Crescent Lakes Estates, this charming pool and spa home offers tranquil lake views through a picture screen ...
Listed by Premier Sotheby's Int'l Realty
$4,000
Condo
413 Augusta BLVD #306, Naples, FL 34113
Watch the breathtaking sunset from your lanai at this wonderful 2 bed 2 bath condo in the beautiful Lely Country club ne...
Listed by London Foster Realty
$3,500
Single Family Home
3411 Marbella CT, Bonita Springs, FL 34134
Courtyard home with Private Pool and Cabana. Beautiful unfurnished annual rental in PELICAN LANDING!! This courtyard vil...
Listed by John R. Wood Properties
$3,500
Single Family Home, Condo
Naples, FL 34110
Available for annual rent starting immediately a stunning three-bedroom, two-bathroom house perfect for first-time home...
Listed by John R Wood Properties
$3,300
Single Family Home, Condo
2727 Via Piazza LOOP, Fort Myers, FL 33905
2727 Via Piazza Loop is a 4 bed 3 bath Pool home located in Fort Myers in Promenade West at The Forum. This home has all...
Listed by Realty Group of SW Florida Inc
$3,200
Single Family Home, Condo
9201 Bramley TER, Fort Myers, FL 33967
UNFURNISHED RENTAL move-in ready Tropic floor plan in the sought after WESTBROOK community. This 3 bed+den, 2 bath, 2 ca...
Listed by Keller Williams Elevate Luxury
$3,100
Single Family Home, Condo
10305 Longleaf Pine CT, Fort Myers, FL 33913
BE THE ENVY OF THE NEIGHBORHOOD. THIS RARE OPPORTUNITY TO RENT ONE OF THE BUILDER'S CUSTOM- HOMES. With a little over 2,...
Listed by Berkshire Hathaway FL Realty