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Naples Vacation Rentals with Pools

Whether you are looking for a short vacation getaway or an extended stay, we can help you find the perfect rental property to meet your needs in Southwest Florida. Planning to soak up some of sun? Stay in one of our many rental properties that include access to a pool. With properties in Marco Island, Old Naples, Coastal Naples, Bonita Springs and Estero, visitors can select from a diverse selection of properties that all include pools.

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Longpond at Mote Ranch
Lakoya I in Lely Resort
Lido Ambassador - Sarasota
House in Naples Lakes CC
The Regatta 2-1004
Harbor Landing in Bonita Bay
Oyster Harbor-Fiddler's Creek
Estancia at Bonita Bay
Crossings II in Bonita Bay
World Tennis Center
House in Pelican Bay
Ashton Place in Lely Resort
Coach Home -Livingston Lakes
Ole in Lely Resort
Cottage Naples Bay Resort A107
Whisper Trace-Fiddlers Creek
No Image Available
Contessa in Bay Colony
Coquina Club
Hidden Harbor
The Regatta 5-205
Matera in Vasari
Smokehouse Bay Club
St Raphael Villa-Pelican Bay
Royal Arms Extension
Dover Place in Briarwood
Castillo in Tiburon
Prestwick Place in Lely Resort
Shadowmoss - Olde Naples
House in Highland Woods
Altessa I in Vasari
House-Southbay Yacht-Racquet
Westshore at Naples Cay 1104
St Raphael in Pelican Bay
Vanderbilt Surf Colony III
Cavendish at Worthington
Terraces on Park Shore Beach
Brittany on Park Shore
Southbridge in Pelican Landing
Interlachen on the Green II PB
Twelve Oaks in Lely Resort
Sandcastle on Vanderbilt Beach
Renaissance I
Esplanade Golf and CountryClub
Ashton Place in Lely Resort
Pebble Creek in Pelican Bay
Monaco Beach Club
The Regatta 1-704
South Seas West
Esperia South in Bonita Bay
Castleton Gardens 26B
Alden Woods in Lely Resort
Serenata
Ole in Lely Resort
Carrington in Stonebridge
Strada at Mercato
Villagio in Estero
VillageWalk of Bonita Springs
Carrington in Stonebridge
Laguna at Fiddlers Creek
Esplanade on Marco Island
Lakoya VI in Lely Resort
Village Walk of Bonita Springs
Naples Reserve
Laguna at Fiddlers Creek
The Dunes - Antigua
Barefoot Pelican
Esperia South in Bonita Bay
Fifth Avenue Beach Club 102
Villa D'Este in Palmira
Kingston Arms - Sarasota
Marbella Lakes
The Parador
Natura at Bonita Fairways
Bolero in Tiburon
Cayman in Tarpon Bay
Tropics on Venetian Bay
St Kitts in Pelican Bay
Cotton Green in Fiddlers Creek
Fifth Avenue Beach Club 104
Sage Meadow at Copperleaf
Southern Clipper
Bay Pointe in Bonita Bay
Habitat - Hideaway Beach
Les Chateaux in Pelican Marsh
Paseo
Reflection Lakes
St Raphael in Pelican Bay
Beach Tower at Moraya Bay
Cottages at Brendan Cove
Country Club Shores
Coach Home-Livingston Lakes
House in The Moorings
Solamar on Park Shore Beach
Beachway - Sarasota
Verandas at Quail Run
Terrace VI at Heritage Bay
Kingston Arms
Mara Villa II in Prestancia
Prestwick Place in Lely Resort
Del Mar Club
Bridgeway Villa - Pelican Bay
The Regatta 2-506
Cedar Ridge in Autumn Woods
Spoonbill Cove - Carlton Lakes
San Marco Villas II
Cinnamon Ridge in Copperleaf
Westshore at Naples Cay 1201
Sandpiper Isle in Pelican Land
La Scala at The Colony
Smokehouse Harbour
Castillo in Tiburon
No Image Available
Terra Verde in Grey Oaks
House in Hunters Ridge
Longboat Key Estates
Lakoya in Lely Resort VII
Glades Country Club
Toscana at Bay Colony
Naples Sunrise III
Barefoot Beach Club
Artesia
Marbella Lakes
Savoy on Park Shore Beach
Villages of Emerald Bay
Marengo at Fiddlers Creek
Renaissance I
Pinewater Place-PelicanLanding
Allegro on Park Shore Beach
Lake Club in Spanish Wells
Bonita Beach Club
Ole in Lely Resort
House in Port Royal
Water Way Pointe
Ole in Lely Resort
Alden Woods in Lely Resort
St Kitts in Pelican Bay
Mariner of Marco Island
The Regatta 4-404
Mansion La Palma in Bay Colony
Lakemont - Pelican Landing
Sabal Cove - Longboat Key
Clermont in Pelican Marsh
Country Club Shores
Windwood at Pine Woods
House on Marco Island
No Image Available
Wedgewood II in The Strand
Stoneybrook II - Sarasota
VUE Sarasota Bay
Millbrook in Fiddlers Creek
House in Olde Naples
Palermo in Pelican Landing
Wedgewood III-Bonita Bay
Ascot in Lely Resort
Olde Cypress
Lakeview in Carlton Lakes
Bermuda Bay I at Bay Forest
Falling Waters
Barefoot Pelican
Rookery Lake in Bonita Bay
Strada at Mercato
The Regatta 1-407
Harborside Gardens Venetian Ba
Prestwick Place in Lely Resort
House in Aqualane Shores
Avalon in Pelican Bay
Greenlinks in Lely Resort
Westshore at Naples Cay 1202
Signature Club in Lely Resort
Shore Club in Park Shore
House in Naples Park
Menaggio at Fiddlers Creek
Terraces on Park Shore Beach
Abbey on the Lake Imperial
Kensington Gardens
Strada at Mercato
Arielle in Pelican Marsh
Palmetto Dunes-Pelican Sound
780 5th Avenue South Condo 303
Fairway Bay I - Longboat Key
Blue Heron Condo
No Image Available
Runaway Bay in Fiddler's Creek
Cypress Hammock
The Regatta 2-905
Abbey on the Lake Imperial
Autumn Lake at Spring Run
Ole in Lely Resort
The Orchards
House in Vanderbilt
Logan Woods
Harborside Gardens Venetian Ba
Cherry Oaks in Fiddlers Creek
St Nicole in Pelican Bay
Harborside West
Casa Del Vida
Strada at Mercato
Strada at Mercato
House on Marco Island
Monaco Beach Club
House in Olde Naples
Solamar on Park Shore Beach
Kings Lake - Hamptons
The Regatta 5-PH01
Waterford in Bonita Bay II
Westshore at Naples Cay 701
Laguna at Fiddlers Creek
Esperia South in Bonita Bay
Rapallo at Coconut Point
Kingston Arms - Sarasota
Millbrook in Fiddlers Creek
Pipers Point in Palm River
Siesta Cove
Fairways II at Marco Shores
Ole in Lely Resort
Ole in Lely Resort
Ventanas at Tiburon
Pipers Grove
The Dunes - Cayman
Kingston Arms - Sarasota
Menaggio at Fiddlers Creek
Hidden Harbor
House in The Moorings
Bolero in Tiburon
Mote Ranch - Sarasota
The Regatta 3-304
House in Naples Park
Westshore at Naples Cay 501
Grande Phoenician in The Dunes
Prestwick Place in Lely Resort
Rapallo at Coconut Point
Coach Home-Livingston Lakes
House in Park Shore
Pelican Landing - Waterside
Westshore at Naples Cay 1103
Spoonbill Cove I Carlton Lakes
Dockside
South Seas Northwest
Strada at Mercato
Navona at The Colony
Tierra Mar in Pelican Bay
Wiggins Lakes and Preserve
Azure in Bonita Bay
Avalon in Pelican Bay
No Image Available
Colonial Links-Heritage Greens
Surfside Club
Ascot in Lely Resort
Coral Falls in Lely Resort
Manors on Regal Lake
Oakwood Villas in Bonita Bay
Allegro on Park Shore Beach
Beachwalk
South Seas East
Cypress Woods Golf and CC
Grande Excelsior in The Dunes
Island Walk
Pavilion Club
Wiggins Preserve
Carrington in Stonebridge
Southbridge in Pelican Landing
Hammock Isles
House in Spanish Wells II
South Seas East
House in Vanderbilt
Wild Pines in Bonita Bay 201A
Bay Pointe in Bonita Bay
Westshore at Naples Cay 203
Tahiti Park - Sarasota
Lakoya in Lely Resort
Gulf Breeze in Vanderbilt
House in Olde Naples
Sweet Bay In Shadow Wood
Baycrest in Pelican Landing
Ashton Place in Lely Resort
Calusa Island Village
Coco Bay Home
Oak Hollow - Autumn Woods
Lido Harbour Towers
LaMorada
Naples Continental 314
Northshore Lake Villas
Turtle Bay -Bridgewater Bay
Venetian Bayview
Ole in Lely Resort
Chanteclair in Pelican Bay
Windward Bay - Longboat Key
Indian Beach
No Image Available
Collier's Reserve
Ole in Lely Resort
Kings Port
Preserve at Heron Lake
The Regatta 4-PH4
Sanctuary in Pelican Bay
Lakoya VII in Lely Resort
Esplanade on Marco Island
Breakwater in Pelican Bay
The Club at Naples Cay 1001
Strada at Mercato
Strada at Mercato
House in Coquina Sands
Champions in Lely Resort
Franciscan Gardens
South Seas Northwest
Cherry Oaks in Fiddlers Creek
Moorgate in Lely Resort
Park Shore Resort 357
House in Aviano
Villa D'Este in Palmira
Chateaumere in Pelican Bay
Mustang Island in Lely Resort
Seville at Vanderbilt Shores
Pinnacle at The Strand
Ole in Lely Resort
No Image Available
Southbridge in Pelican Landing
Verona Walk
Pienza in Vasari
780 5th Avenue South Condo 306
The Club at Naples Cay 101
Sanctuary in Blue Heron
Venetian Bayview
House in Eagle Creek
Village Walk of Naples
Residences at The Mercato
House on Marco Island
Palermo in Pelican Landing
Timarron in Pelican Marsh
Fairway Forest Garden Villas
Champions in Lely Resort
Ole in Lely Resort
The Club at Naples Cay 202
House on Marco Island
Timarron in Pelican Marsh
Westshore at Naples Cay 503
Laurel Oaks - Pelican Bay
Ridge at Pelican Landing
The Club at Naples Cay 801
House in Park Shore
Garden Home-Livingston Lakes
Strada at Mercato
Dolphin Way on Bonita Beach
L'Ambiance in Longboat Key
Ventura in Pelican Marsh
The Regatta 3-501
Vistas on Beneva
Laguna at Fiddlers Creek
Barrington Club in Pelican Bay
Island Cove in Pelican Marsh
House on Marco Island
Mirasol at Coconut Point
The Landings
Colonial Links-Heritage Greens
Bay Woods in Shadow Wood Pres
Chateaumere in Pelican Bay
Westgate at Imperial
Lido Club on Marco Island
Ole in Lely Resort
House in Port Royal
Sarasota Harbor East
Mustang Villas in Lely Resort
No Image Available
Surfsedge on Park Shore Beach
Tiger Island Estates in Lely
Huntington Lakes Three
The Regatta 1-602
Southwinds of Marco Island
Esplanade on Marco Island
Cottage Naples Bay Resort I103
Ole in Lely Resort
Arielle in Pelican Marsh
Navona at The Colony
Gulfside
Esplanade Golf andCountry Club
No Image Available
Beachwalk Villa
Westshore at Naples Cay 1102
The Regatta 5-505
Waterford at Worthington CC
Chanteclair in Pelican Bay
Collier's Reserve
Wild Pines in Bonita Bay 301A
Feather Sound in The Strand
House in Vanderbilt
Wedgewood in Bonita Bay
Timber Creek at Lely C C
Stonebridge 2 - Palmer Ranch
House in The Moorings
Park Shore Resort 144
Westshore at Naples Cay 102
Country Club Shores
Players Cove in Lely Resort
Harborside West
Mystic Greens in Lely Resort
House in Del Mora Harbors
House in Carlton Lakes
House on Marco Island
Horizon House
Wedgewood in The Strand
Runaway Bay in Fiddlers Creek
Bridgeway Villa - Pelican Bay
Esperia South in Bonita Bay
Tradewinds of Marco Island
Mahogany Bend Fiddler's Creek
House in Heron Pointe
Moorgate in Lely Resort
Coral Falls in Lely Resort
Whiskey Pointe II Bonita Bay
St Simone in Pelican Bay
St Raphael Villa-Pelican Bay
South Beach Club
Porta Vecchio - Mediterra
Compass Point at Windstar
The Regatta 1-301
Savoy on Park Shore Beach
L'Ambiance in Pelican Bay
Tivoli - Miromar Lakes
Las Palmas in Pelican Landing
Spanish Wells
Strada at Mercato
House in Venice Palms
St Nicole in Pelican Bay
Lemuria
Oakwood II Bonita Bay
Monte Carlo Club in Vanderbilt
Villa Lugano in Pelican Bay
Autumn Lake in Spring Run
Monte Carlo Club in Vanderbilt
Dunnfoire - Marco Beach
Cherrystone Court Condominium
Mirasol at Coconut Point
Trophy Club - The Strand
Hawk's Nest-Fiddlers Creek
The Regatta 5-303
Avellino Isles - The Vineyards
Quail West
The Regatta 1-702
Fifth Avenue Beach Club 207
Vintage Bay - Marco Island
Florencia at The Colony
Monaco Beach Club
Sandpiper of Bonita Bay
Hudson Oaks
Westshore at Naples Cay 1101
Rapallo at Coconut Point
Fifth Avenue Beach Club 103
Arielle in Pelican Marsh
Milano
House on Marco Island
Venice Golf and CC
The Regatta 5-402
Grande Dominica in The Dunes
Bay's Bluff
Home in Quarry Shores
Lakewood Ranch-Edgewater
Bay Pointe in Bonita Bay
Privateer North-Longboat Key
Summerwood II
Cassia in Vasari
Sheffield Greene
Waterside Place-Retreat
Cherry Oaks in Fiddlers Creek
Carlysle in Bay Colony
House in Bonita Springs
Eleven Hundred Gulf Shore Apts
Windward Bay - Longboat Key
Ole in Lely Resort
Ole in Lely Resort
Esplanade Club on Park Shore
Paseo
The Club at Naples Cay 602
Tradewinds of Marco Island
Lakoya VI in Lely Resort
Gulfside
Solamar on Park Shore Beach
Riverwalk in Bonita Bay
Island's West
Lely Island Estates
House in Park Shore
The Regatta 1-1202
The Billows in the Moorings
Fifth Avenue Beach Club 201
Carrington in Stonebridge
House in Spanish Wells II
Strada at Mercato
The Club at Naples Cay 603
House in Olde Naples
Fifth Avenue Beach Club 105
Venetian Bayview
Quail West
Tortoise Estates
Bonita Village 9304
The Regatta 2-PH06
Wild Pines in Bonita Bay 110E
The Dunes - Antigua
The Regatta 2-401
Harborside Terrace
Trevi in Treviso Bay
Ole in Lely Resort
Breakwater in Pelican Bay
Amador Village-Fiddlers Creek
Westshore at Naples Cay 302
Aria
Eleven Hundred Gulf Shore Apts
Ole in Lely Resort
Calumet Reserve in Lely Resort
Strada at Mercato
Winding Cypress
Cottage Naples Bay Resort J104
House in Highland Woods
Westshore at Naples Cay 104
South Seas North
Pienza in Vasari
The Club at Naples Cay 903
Mulberry Row in Fiddlers Creek
Pelican Cove - Sarasota
Bolero in Tiburon
The Regatta 2-1003
Fairway Bay II - Longboat Key
Arielle in Pelican Marsh
Mystic Greens III at Lely
Carlyle-Village of Palm Aire
The Regatta 5-301
No Image Available
Tropics on Venetian Bay
Admiralty House - Marco Island
Claridge in Pelican Bay
Chanteclair in Pelican Bay
Tropic Schooner
Esperia South in Bonita Bay
Monaco Beach Club
Sandpiper on Marco Island
House in Vanderbilt Lakes II
Treviso Bay - Terraces IV
Baypoint at Vanderbilt
Greenbriar II in Bonita Bay
Jasmine Bay North in West Bay
Oakwood Villas in Bonita Bay
Indian Wells at Lely Resort
Westshore at Naples Cay 301
Beachwalk
House in the Moorings
Alden Woods in Lely Resort
Princeton Place One
Ole in Lely Resort
Arielle in Pelican Marsh
Prestwick Place in Lely Resort
Saturnia Lakes
House on Isle of Capri
Greenbriar III in Bonita Bay
Stoneybrook II - Sarasota
Cascada at Fiddlers Creek
Callista at Fiddlers Creek
Hawthorne
Olde South - Marco Island
Montreux at Fiddler's Creek
Amelia Lake at Falling Waters
Pelican Landing
Vanderbilt Beachcomber
Marquesa at Bay Colony
Calumet Reserve in Lely Resort
Fairway Bay I - Longboat Key
Reserve I and II Banyan Woods
Naples Reserve-Coral Harbor
Pelican Landing - Waterside
House in The Moorings
Ole in Lely Resort
The Dunes - Antigua
House in Pelican Bay
Hidden Lakes at Spring Run
Madrid Club - Moorings
Harbour Cove Club
Sleepy Lagoon - Longboat Key
Villas at Pelican Bay
Bay Shore Place-Park Shore
Sauvignon at Fiddler's Creek
Monaco Beach Club
Laguna at Fiddlers Creek
No Image Available
Arielle in Pelican Marsh
Terrace VIII at Heritage Bay
Provence on Park Shore Beach
Seville at Vanderbilt Shores
Prestwick Place in Lely Resort
Charleston Square
Hamptons in Bonita Bay
Pebble Creek in Pelican Bay
Strada at Mercato
Oakwood I in Bonita Bay
Lucerne Condominium
Royal Marco I Hideaway Beach
Martinique at Tarpon Cove
Miramar - Lagoons III at LWR
Ole in Lely Resort
Meridian Club
House in Park Shore
Esperia South in Bonita Bay
Mustang Island in Lely Resort
The Regatta 4-502
House on Marco Island
Ole in Lely Resort
Suntide on 10th
Lighthouse Bay in The Brooks
Vistas at Bonita Bay
Waters Edge
Park Place of Naples
House in Park Shore
House in Queen's Park
No Image Available
Monaco Beach Club
Garden Home-Livingston Lakes
Lighthouse Bay in The Brooks
Naples Reserve-Coral Harbor
Lakeview Pines
Aria
Sorrento
Estancia at Bonita Bay
House on Marco Island
Country Club Shores
Lido Regency
Monaco Beach Club
Ashton Place in Lely Resort
Ventura in Pelican Marsh
Crow's Nest
Westshore at Naples Cay 304
Kingston Arms - Sarasota
Ole in Lely Resort
Paseo
House on Marco Island
Broadway Promenade-Sarasota
Bonita National - Veranda
Isles-Collier Preserve
Artesia
Treviso Bay - Avellino
Clubside in the Strand
Carriage Run in Univ Park
West Bay - Natures Cove
Seaglass at Bonita Bay
Twin Eagles
Lido Regency
Ridgewood of Naples
Bridgewater Bay
Pipers Pointe in Palm River
Vanderbilt Surf Colony III
The Regatta 5-404
House in Park Shore
Grande Dominica in The Dunes
Ole in Lely Resort
Westshore at Naples Cay 603
Treviso Bay - Terraces V
Barbados in Tarpon Cove
Harbor Landing in Bonita Bay
Lantana in Old Naples
Enclave at Palmira CC
House in Queen's Park
Lakoya VI in Lely Resort
Bradford Manor
Esperia South in Bonita Bay
Chateaumere in PB
House in Vanderbilt
Wild Pines in Bonita Bay 203A
Glades Country Club
Paseo
The Dunes II - Barbados
Merida at Cape Marco
Valencia in Pelican Bay
House in Vanderbilt
Kingston Arms - Sarasota
House in Park Shore
St Croix in Pelican Marsh
Interlachen on the Course PB
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