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Naples Vacation Rentals with Pools

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