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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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Strada at Mercato
Strada at Mercato
Home in Quarry Shores
Allegro on Park Shore Beach
Mirasol at Coconut Point
Masters Reserve in Lely Resort
House in Park Shore
The Club at Naples Cay 1001
Ole in Lely Resort
Esperia South in Bonita Bay
Ole in Lely Resort
Horizon House
Terra Verde in Grey Oaks
Sandpiper in Bonita Bay
Bonita Beach Club
Barrington Club in Pelican Bay
Waters Edge
Clermont in Pelican Marsh
Naples Continental 314
Azure in Bonita Bay
Lakeview Pines
Westshore at Naples Cay 203
Palermo in Pelican Landing
House in Spanish Wells II
Callista at Fiddlers Creek
House in Park Shore
Terrace VI at Heritage Bay
Alinari
Stonebridge 2 - Palmer Ranch
Pipers Grove
Island Walk
Calumet Reserve in Lely Resort
Carrington in Stonebridge
Logan Woods
Baypoint at Vanderbilt
The Regatta 5-505
St Nicole in Pelican Bay
Westshore at Naples Cay 603
House in Coquina Sands
Harbor Landing in Bonita Bay
Hudson Oaks
Fifth Avenue Beach Club 207
Lido Club on Marco Island
Westshore at Naples Cay 501
Sabal Cove - Longboat Key
Ole in Lely Resort
Vanderbilt Surf Colony III
Oyster Harbor-Fiddler's Creek
Westshore at Naples Cay 1101
Spoonbill Cove - Carlton Lakes
House in Aqualane Shores
The Dunes - Antigua
Cherry Oaks in Fiddlers Creek
Westshore at Naples Cay 304
Fairways II at Marco Shores
Beachwalk Villa
Treviso Bay - Terraces IV
The Club at Naples Cay 801
Hawk's Nest-Fiddlers Creek
Monaco Beach Club
Trevi in Treviso Bay
St Raphael in Pelican Bay
Vistas at Bonita Bay
The Regatta 2-PH06
Amelia Lake at Falling Waters
House in Artesia
Westshore at Naples Cay 1201
Country Club Shores
Fifth Avenue Beach Club 104
House in Olde Naples
Wiggins Preserve
Lido Regency
L'Ambiance in Longboat Key
Colonial Links-Heritage Greens
Esplanade Club on Park Shore
Strada at Mercato
Southbridge in Pelican Landing
Lantana in Old Naples
Surfsedge on Park Shore Beach
Clubside in the Strand
Cedar Ridge in Autumn Woods
Lakoya VI in Lely Resort
Lakemont - Pelican Landing
Pavilion Club
The Regatta 5-404
Lakoya in Lely Resort
Kingston Arms - Sarasota
Bonita National - Veranda
Lemuria
Lighthouse Bay in The Brooks
No Image Available
Navona at The Colony
House in Vanderbilt
Country Club Shores
Westshore at Naples Cay 1104
Beachwalk
Sandpiper of Bonita Bay
Ashton Place in Lely Resort
Breakwater in Pelican Bay
Ole in Lely Resort
Lido Harbour Towers
South Seas West
Kingston Arms - Sarasota
Sandpiper Isle in Pelican Land
Cavendish at Worthington
Grande Phoenician in The Dunes
House in The Moorings
Calumet Reserve in Lely Resor
Monaco Beach Club
No Image Available
Mara Villa II in Prestancia
Ole in Lely Resort
Interlachen in Pelican Bay
The Regatta 1-602
St Raphael Villa-Pelican Bay
Falcons Glen in Lely Resort
Greenbriar III in Bonita Bay
Southbridge in Pelican Landing
Ventura in Pelican Marsh
Ventanas at Tiburon
Arielle in Pelican Marsh
Ole in Lely Resort
Florencia at The Colony
Rapallo at Coconut Point
Oakwood Villas in Bonita Bay
Worthington
Bolero in Tiburon
Barefoot Pelican
Timarron in Pelican Marsh
Fairway Forest Garden Villas
Autumn Lake in Spring Run
The Regatta 5-205
Mustang Island in Lely Resort
Strada at Mercato
House in Naples Park
Paseo
Glades Country Club
Las Palmas in Pelican Landing
Strada at Mercato
South Bay Plantation
Lakoya VI in Lely Resort
Pebble Creek in Pelican Bay
Lakoya VI in Lely Resort
Laguna at Fiddlers Creek
Miramar - Lagoons III at LWR
South Seas Northwest
Esplanade Country Club
Colonial Links-Heritage Greens
Lakoya VII in Lely Resort
Mahogany Bend Fiddler's Creek
780 5th Avenue South Condo 306
Carrington in Stonebridge
Mote Ranch - Sarasota
Crossings II in Bonita Bay
Villa D'Este in Palmira
Pienza in Vasari
The Regatta 4-502
Southbridge in Pelican Landing
Dockside
Marquesa at Bay Colony
Oakwood II Bonita Bay
Arielle in Pelican Marsh
Valencia in Pelican Bay
Terraces on Park Shore Beach
Sarasota Harbor East
House in Naples Lakes CC
Pinewater Place-PelicanLanding
Renaissance I
Crow's Nest
The Regatta 5-303
Mansion La Palma in Bay Colony
The Regatta 1-407
Reflection Lakes
Canterbury Village-Berkshire V
Pelican Cove - Sarasota
House on Marco Island
House in The Moorings
House in Vanderbilt
Whiskey Pointe II Bonita Bay
Beachway - Sarasota
Allegro on Park Shore Beach
Twelve Oaks in Lely Resort
Ole in Lely Resort
Chanteclair in Pelican Bay
The Regatta 5-PH01
Glades Country Club
Dolphin Way on Bonita Beach
Bolero in Tiburon
Cypress Woods Golf and CC
Navona at The Colony
Laurel Oaks - Pelican Bay
Vintage Bay - Marco Island
Claridge in Pelican Bay
Wiggins Lakes and Preserve
Meridian Club
Chateaumere in Pelican Bay
The Orchards
Livingston Lakes - Coach Home
St Kitts in Pelican Bay
St Nicole in Pelican Bay
Arielle in Pelican Marsh
Breakwater in Pelican Bay
Runaway Bay in Fiddler's Creek
House in Vanderbilt
Sanctuary in Blue Heron
Bolero in Tiburon
House in Naples Park
Miravista in Forest Lakes
Manors on Regal Lake
Pebble Creek in Pelican Bay
Rookery Lake in Bonita Bay
Esperia South in Bonita Bay
Harborside Gardens Venetian Ba
The Regatta 3-501
Broadway Promenade-Sarasota
Esperia South in Bonita Bay
Westshore at Naples Cay 503
Barefoot Beach Club
Laguna at Fiddlers Creek
Northshore Lake Villas
House in Olde Naples
House in Vanderbilt Lakes II
House in Vanderbilt
The Regatta 1-702
Sleepy Lagoon - Longboat Key
Naples Reserve-Coral Harbor
Wild Pines in Bonita Bay 110E
Autumn Lake at Spring Run
Bay Woods in Shadow Wood Pres
Longpond at Mote Ranch
Feather Sound in The Strand
Ascot in Lely Resort
Longboat Key Estates
Fifth Avenue Beach Club 102
780 5th Avenue South Condo 303
House in Park Shore
Mirasol at Coconut Point
Chanteclair in Pelican Bay
Cottage Naples Bay Resort I103
Villages of Emerald Bay
Ravenna at Pelican Marsh
Monaco Beach Club
Village Walk of Naples
Brittany on Park Shore
Terrace VIII at Heritage Bay
Verandas at Quail Run
Esperia South in Bonita Bay
House in Park Shore
St Simone in Pelican Bay
Windwood at Pine Woods
Hidden Harbor
Greenlinks in Lely Resort
The Regatta 4-PH4
Harborside Gardens Venetian Ba
Abbey on the Lake Imperial
Arielle in Pelican Marsh
The Dunes - Antigua
Artesia
Island's West
Waterside Place-Retreat
House on Marco Island
Stoneybrook II - Sarasota
House in Pelican Bay
Sweet Bay In Shadow Wood
Surfside Club
St Raphael Villa-Pelican Bay
Abbey on the Lake Imperial
Arielle in Pelican Marsh
The Club at Naples Cay 602
Rapallo at Coconut Point
Pipers Pointe in Palm River
South Seas Northwest
House in Park Shore
Harbour Cove Club
Timarron in Pelican Marsh
Matera in Vasari
No Image Available
Wild Pines in Bonita Bay 201A
Isles-Collier Preserve
Laguna at Fiddlers Creek
Terraces on Park Shore Beach
South Beach Club
Cottages at Brendan Cove
The Regatta 2-401
No Image Available
Ole in Lely Resort
Prestwick Place in Lely Resort
Hidden Harbor
Grande Dominica in The Dunes
House in Carlton Lakes
Hawthorne
The Club at Naples Cay 603
Huntington Lakes Three
The Regatta 3-304
No Image Available
Field Club Estates
Fifth Avenue Beach Club 201
House on Marco Island
No Image Available
Indian Wells at Lely Resort
Tropics on Venetian Bay
Esperia South in Bonita Bay
Habitat - Hideaway Beach
Esplanade on Marco Island
Charleston Square
Tierra Mar in Pelican Bay
Gulfside
Franciscan Gardens
Spanish Wells Golf Club
Villa Lugano in Pelican Bay
Oak Hollow - Autumn Woods
Waterford in Bonita Bay II
Ole in Lely Resort
Prestwick Place in Lely Resort
Aria
Harbor Landing in Bonita Bay
The Regatta 2-506
Chanteclair in Pelican Bay
Admiralty House - Marco Island
Fifth Avenue Beach Club 103
Westshore at Naples Cay 1102
House in Vanderbilt
St Kitts in Pelican Bay
Vanderbilt Surf Colony III
Fifth Avenue Beach Club 105
Aria
House in Pelican Bay
House in Spanish Wells II
Carrington in Stonebridge
Ole in Lely Resort
Cayman in Tarpon Bay
Villagio in Estero
Westshore at Naples Cay 102
Castleton Gardens 26B
Les Chateaux in Pelican Marsh
Westshore at Naples Cay 1103
Windward Bay - Longboat Key
Bridgeway Villa - Pelican Bay
Ridgewood of Naples
Castleton Gardens 201
Bridgeway Villa - Pelican Bay
Princeton Place One
Village Walk of Bonita Springs
Hawk's Nest-Fiddlers Creek
Carlysle in Bay Colony
Estancia at Bonita Bay
Solamar on Park Shore Beach
VUE Sarasota Bay
South Seas East
Rapallo at Coconut Point
Esperia South in Bonita Bay
The Parador
Lakoya in Lely Resort
Strada at Mercato
House in Highland Woods
House in Aqualane Shores
Monte Carlo Club in Vanderbilt
Venetian Bayview
Ashton Place in Lely Resort
Beach Tower at Moraya Bay
Surfside Club
South Seas North
Pelican Landing - Waterside
Sorrento
Menaggio at Fiddlers Creek
Barefoot Pelican
Ole in Lely Resort
House on Marco Island
Marbella Lakes
Tradewinds of Marco Island
Monaco Beach Club
West Bay - Natures Cove
Coco Bay Home
Hidden Lakes at Spring Run
Ole in Lely Resort
House on Marco Island
Jasmine Bay North in West Bay
Compass Point at Windstar
Cottage Naples Bay Resort A107
Royal Marco I Hideaway Beach
Saturnia Lakes
Turtle Bay -Bridgewater Bay
Chiasso in Fiddlers Creek
Lake Club in Spanish Wells
House in Aviano
Lighthouse Bay in The Brooks
Country Glen
Beachwalk
House in Quail West
House in Hunters Ridge
Amador Village-Fiddlers Creek
Gulfside
Lucerne Condominium
Ole in Lely Resort
Avellino Isles - The Vineyards
Trophy Club - The Strand
Esplanade on Marco Island
Sauvignon at Fiddler's Creek
Strada at Mercato
Claridge in Pelican Bay
VillageWalk of Bonita Springs
Venice Golf and CC
Prestwick Place in Lely Resort
The Dunes II - Barbados
Palermo in Pelican Landing
Tahiti Park - Sarasota
Chateaumere in PB
House in Port Royal
Solamar on Park Shore Beach
Royal Arms Extension
Twin Eagles-Covent Garden
Mulberry Row in Fiddlers Creek
Bermuda Bay I at Bay Forest
Lido Beach Club
Martinique at Tarpon Cove
Ole in Lely Resort
Ridge at Pelican Landing
Smokehouse Harbour
Mariner of Marco Island
Coral Falls in Lely Resort
Gulf Breeze in Vanderbilt
Park Shore Resort 357
Harborside West
Ole in Lely Resort
Spoonbill Cove I Carlton Lakes
Island Cove in Pelican Marsh
Whisper Trace-Fiddlers Creek
Summerwood II
The Regatta 1-704
Millbrook in Fiddlers Creek
Tropics on Venetian Bay
Barbados in Tarpon Cove
Westshore at Naples Cay 302
House in the Moorings
Villa D'Este in Palmira
Bridgewater Bay
1350 Main Residential
Southern Clipper
Kings Lake - Hamptons
La Scala at The Colony
Eleven Hundred Gulf Shore Apts
The Regatta 5-301
Laguna at Fiddlers Creek
No Image Available
Strada at Mercato
Ashton Place in Lely Resort
The Dunes - Cayman
Palmetto Dunes- Lely CC
Castillo in Tiburon
Lakeview in Carlton Lakes
Reserve I and II Banyan Woods
Saturnia Lakes
Laguna at Fiddlers Creek
Calusa Island Village
House in Del Mora Harbors
Marengo at Fiddlers Creek
The Regatta 2-1004
Westgate at Imperial
Paseo
Stoneybrook II - Sarasota
Merida at Cape Marco
Westshore at Naples Cay 1202
Carriage Run in Univ Park
Lido Ambassador - Sarasota
Paseo
Strada at Mercato
St Raphael in Pelican Bay
Coach Homes-Livingston Lakes
House-Southbay Yacht-Racquet
House on Marco Island
Moorgate in Lely Resort
No Image Available
Verona Walk
Cotton Green in Fiddlers Creek
Arielle in Pelican Marsh
Millbrook in Fiddlers Creek
Ole in Lely Resort
The Regatta 1-301
The Dunes - Antigua
Pelican Landing - Waterside
Wedgewood in Bonita Bay
Village Gardens
Naples Sunrise III
Westshore at Naples Cay 301
Park Place of Naples
Ole in Lely Resort
Carrington in Stonebridge
Champions in Lely Resort
House on Marco Island
Cypress Glen Village
House in Olde Naples
The Regatta 5-402
Contessa in Bay Colony
Mystic Greens in Lely Resort
Alden Woods in Lely Resort
Sanctuary in Pelican Bay
Kingston Arms - Sarasota
House in Queen's Park
Indian Beach
Kensington Gardens
Greenbriar II in Bonita Bay
Serenata
Wild Pines in Bonita Bay 301A
Laguna at Fiddlers Creek
Park Shore Resort 144
Monte Carlo Club in Vanderbilt
Lakeside Gardens
No Image Available
Toscana at Bay Colony
Country Club Shores
Shore Club in Park Shore
Villas at Pelican Bay
Kingston Arms - Sarasota
Garden Homes- Livingston Lakes
The Shore Condo
Monaco Beach Club
Timber Creek at Lely C C
Windward Bay - Longboat Key
The Regatta 2-1003
Rapallo at Coconut Point
The Club at Naples Cay 903
Venetian Bayview
Baycrest in Pelican Landing
Signature Club in Lely Resort
Grande Excelsior in The Dunes
Ole in Lely Resort
Southwinds of Marco Island
Eleven Hundred Gulf Shore Apts
Alden Woods in Lely Resort
Tradewinds of Marco Island
Alden Woods in Lely Resort
Collier's Reserve
Westshore at Naples Cay 701
Siesta Cove
House in Bonita Springs
Pienza in Vasari
Solamar on Park Shore Beach
Strada at Mercato
Vistas on Beneva
The Regatta 2-905
Avalon in Pelican Bay
Fairway Bay I - Longboat Key
Avalon in Pelican Bay
Coquina Club
Falling Waters
Smokehouse Bay Club
Menaggio at Fiddlers Creek
Runaway Bay in Fiddlers Creek
Strada at Mercato
Timarron in Pelican Marsh
House in Heron Pointe
Bonita Village 9304
Bay Pointe in Bonita Bay
Village Walk of Bonita Springs
Ole in Lely Resort
Paseo
Lely Island Estates
Coach Homes -Livingston Lakes
Milano
Pelican Landing
Venetian Bayview
Tortoise Estates
House on Marco Island
House in Port Royal
House in Eagle Creek
Kings Port
Madrid Club - Moorings
Estates at Bay Colony
Prestwick Place in Lely Resort
Ventura in Pelican Marsh
Village Walk of Bonita Springs
Wedgewood in The Strand
Olde South - Marco Island
Champions in Lely Resort
Suntide on 10th
Pipers Point in Palm River
Tropic Schooner
Chateaumere in Pelican Bay
The Regatta 4-404
LaMorada
The Blue Heron Condominium
Seville at Vanderbilt Shores
Surfsedge on Park Shore Beach
Vanderbilt Beachcomber
Palmetto Dunes-Pelican Sound
Sheffield Greene
No Image Available
Renaissance I
Southbridge in Pelican Landing
Enclave at Palmira CC
No Image Available
The Regatta 1-1202
Cascada at Fiddlers Creek
Seville at Vanderbilt Shores
Bradford Manor
Olde Cypress
House in The Moorings
Fairway Bay II - Longboat Key
Oakwood Villas in Bonita Bay
Provence on Park Shore Beach
Privateer North-Longboat Key
Dover Place in Briarwood
Ole in Lely Resort
Berkshire Lakes-Coach Homes
Cypress Hammock
Harborside Terrace
House in The Moorings
Porta Vecchio - Mediterra
Harborside West
The Billows in the Moorings
Avellino Isles - The Vineyards
Riverwalk in Bonita Bay
Monaco Beach Club
Cassia in Vasari
House in Highland Woods
Grande Dominica in The Dunes
Hamptons in Bonita Bay
Esperia South in Bonita Bay
Wild Pines in Bonita Bay 203A
Bay's Bluff
Westshore at Naples Cay 104
Naples Reserve-Coral Harbor
House on Marco Island
Castillo in Tiburon
House in Park Shore
Tivoli - Miromar Lakes
Casa Del Vida
Cottage Naples Bay Resort J104
Sage Meadow at Copperleaf
House on Marco Island
Lido Regency
South Seas East
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