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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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Barefoot Beach Club
Cottage Naples Bay Resort I103
Fifth Avenue Beach Club 201
Renaissance I
Strada at Mercato
Park Shore Resort 357
Grande Phoenician in The Dunes
The Regatta 2-PH06
Breakwater in Pelican Bay
The Regatta 1-1202
Runaway Bay in Fiddlers Creek
Castillo in Tiburon
Trophy Club - The Strand
Arielle in Pelican Marsh
Westshore at Naples Cay 203
Enclave at Palmira CC
The Dunes - Antigua
Mara Villa II in Prestancia
Esperia South in Bonita Bay
Oyster Harbor-Fiddler's Creek
San Marco Villas II
Serenata
Naples Reserve-Coral Harbor
House in Naples Park
Esplanade Club on Park Shore
Martinique at Tarpon Cove
Crow's Nest
Westshore at Naples Cay 301
Southwinds of Marco Island
House in Heron Pointe
Royal Arms Extension
Ole in Lely Resort
Fifth Avenue Beach Club 102
The Regatta 5-303
Porta Vecchio - Mediterra
Sunset Stream in Spring Run
Vintage Bay - Marco Island
780 5th Avenue South Condo 303
House in Aqualane Shores
Stonebridge 2 - Palmer Ranch
Isles at Collier Preserve
Tradewinds of Marco Island
Monte Carlo Club in Vanderbilt
Lido Harbour Towers
Beachwalk Villa
Country Club East-LWR
Ole in Lely Resort
The Regatta 1-301
Naples Continental 314
Mirasol at Coconut Point
Ole in Lely Resort
Marbella Lakes
Princeton Place One
House in Park Shore
Heatherwood at Stonebridge
House in Park Shore
Founder's Club - Sarasota
Seville at Vanderbilt Shores
Riverwalk in Bonita Bay
Coco Bay Home
Colonial Links-Heritage Greens
Bolero in Tiburon
Azure in Bonita Bay
Monaco Beach Club
Naples Reserve-Coral Harbor
Bridgeway Villa - Pelican Bay
Valencia in Pelican Bay
Esperia South in Bonita Bay
Toscana at Bay Colony
Lakoya in Lely Resort
House in Olde Naples
No Image Available
VillageWalk of Bonita Springs
Westshore at Naples Cay 302
Spanish Wells
Prestwick Place in Lely Resort
Ole in Lely Resort
House in Spanish Wells II
Sandpiper on Marco Island
Wedgewood III-Bonita Bay
Lighthouse Bay in The Brooks
Provence on Park Shore Beach
St Nicole in Pelican Bay
Waterford at Worthington CC
Carriage Run in Univ Park
Westshore at Naples Cay 102
Tahiti Park - Sarasota
No Image Available
Fifth Avenue Beach Club 207
Fairways II at Marco Shores
Cavendish at Worthington
Harborside Terrace
World Tennis Center
Solamar on Park Shore Beach
Fairway Forest Garden Villas
The Dunes - Cayman
No Image Available
Wiggins Preserve
Ventura in Pelican Marsh
Ole in Lely Resort
Lido Regency
Greenlinks in Lely Resort
Jasmine Bay North in West Bay
Dunnfoire - Marco Beach
Lakoya VI in Lely Resort
Bridgeway Villa - Pelican Bay
Mallards Landing-Fiddlers Crk
Oak Hollow - Autumn Woods
Terraces on Park Shore Beach
Gulfside
Vanderbilt Beachcomber
Smokehouse Harbour
Montreux at Fiddler's Creek
Fairway Bay II - Longboat Key
Country Glen
Abbey on the Lake Imperial
The Dunes II - Barbados
Strada at Mercato
Westgate at Imperial
Westshore at Naples Cay 1201
Prestwick Place in Lely Resort
Ole in Lely Resort
Beachwalk
Baypoint at Vanderbilt
The Club at Naples Cay 801
Casa Del Vida
No Image Available
Sheffield Greene
Westshore at Naples Cay 701
Ole in Lely Resort
Aria
Ridgewood of Naples
Westshore at Naples Cay 1103
Sauvignon at Fiddler's Creek
Ridge at Pelican Landing
Lido Ambassador - Sarasota
House in Vanderbilt
Terraces on Park Shore Beach
Sage Meadow at Copperleaf
Ole in Lely Resort
Horizon House
Monaco Beach Club
Marquesa at Bay Colony
Tierra Mar in Pelican Bay
House in The Moorings
Southbridge in Pelican Landing
The Regatta 4-502
Grande Dominica in The Dunes
Barbados in Tarpon Cove
Kingston Arms - Sarasota
Laguna at Fiddlers Creek
Fifth Avenue Beach Club 104
Autumn Lake at Spring Run
House in The Moorings
Bay Woods in Shadow Wood Pres
South Seas Northwest
Navona at The Colony
Ole in Lely Resort
Residences at The Mercato
Sarasota Harbor East
Tiger Island Estates in Lely
Ashton Place in Lely Resort
Florencia at The Colony
Lakeside Gardens
The Regatta 1-602
Ventura in Pelican Marsh
Esperia South in Bonita Bay
Island Walk
Vistas at Bonita Bay
Artesia
House on Marco Island
Monaco Beach Club
House in Queen's Park
Chanteclair in Pelican Bay
Calumet Reserve in Lely Resort
Navona at The Colony
House on Marco Island
Arielle in Pelican Marsh
Laguna at Fiddlers Creek
Saratoga in Lely Resort
House in Olde Naples
Kingston Arms - Sarasota
Cherrystone Court Condominium
Bonita National - Veranda
The Dunes - Antigua
Carrington in Stonebridge
Paseo
No Image Available
Players Cove in Lely Resort
Bridgewater Bay
Madrid Club - Moorings
House in Pelican Bay
St Croix in Pelican Marsh
House on Marco Island
House in Park Shore
Sorrento
Indian Wells at Lely Resort
Villagio in Estero
Cypress Woods Golf and CC
Arielle in Pelican Marsh
Village Walk of Naples
Country Club Shores
Les Chateaux in Pelican Marsh
Mystic Greens III at Lely
Cayman in Tarpon Bay
Lantana in Old Naples
Coquina Club
Eleven Hundred Gulf Shore Apts
Ole in Lely Resort
Interlachen on the Green II PB
Solamar on Park Shore Beach
The Regatta 1-407
Prestwick Place in Lely Resort
Lakoya in Lely Resort VII
St Simone in Pelican Bay
Moorgate in Lely Resort
The Club at Naples Cay 903
Grande Excelsior in The Dunes
St Kitts in Pelican Bay
Ole in Lely Resort
Carrington in Stonebridge
House in Highland Woods
Royal Wood Golf-Country Club
Hideaway Beach-Royal Marco II
Pinewater Place-PelicanLanding
Ole in Lely Resort
Ascot in Lely Resort
Ole in Lely Resort
Harborside Gardens Venetian Ba
Clermont in Pelican Marsh
Kingston Arms
Ole in Lely Resort
The Regatta 5-402
West Bay - Natures Cove
No Image Available
Carlysle in Bay Colony
Moorgate in Lely Resort
House on Isle of Capri
Chanteclair in Pelican Bay
Bay Pointe in Bonita Bay
Monte Carlo Club in Vanderbilt
Waterford in Bonita Bay II
The Regatta 3-304
Avalon in Pelican Bay
Park Shore Resort 144
Ascot in Lely Resort
Suntide on 10th
Blue Heron Condo
Verona Walk
Strada at Mercato
Cherry Oaks in Fiddlers Creek
Home in Quarry Shores
Isles-Collier Preserve
Stoneybrook II - Sarasota
South Seas East
Bellini in Miromar Lakes
Whiskey Pointe II Bonita Bay
Mansion La Palma in Bay Colony
Privateer North-Longboat Key
Sleepy Lagoon - Longboat Key
The Billows in the Moorings
Country Club Shores
Harborside West
Country Club Shores
Chanteclair in Pelican Bay
Westshore at Naples Cay 1102
Castillo in Tiburon
Strada at Mercato
Prestwick Place in Lely Resort
Bolero in Tiburon
Glades Country Club
Signature Club in Lely Resort
Wild Pines in Bonita Bay 110E
Bonita Village 9304
Kingston Arms - Sarasota
Ole in Lely Resort
Southbridge in Pelican Landing
House on Marco Island
Rapallo at Coconut Point
Wild Pines in Bonita Bay 201A
Dunnfoire - Marco Beach
The Regatta 1-704
Millbrook in Fiddlers Creek
Pelican Landing - Waterside
Ole in Lely Resort
Brittany on Park Shore
Monaco Beach Club
St Raphael Villa-Pelican Bay
Strada at Mercato
Ascot in Lely Resort
Lucerne Condominium
Strada at Mercato
House in Park Shore
Northshore Lake Villas
House in The Moorings
Mustang Island in Lely Resort
Strada at Mercato
Westshore at Naples Cay 602
No Image Available
Westshore at Naples Cay 501
Mustang Island in Lely Resort
Strada at Mercato
Summerwood II
Savoy on Park Shore Beach
Carrington in Stonebridge
Glades Country Club
Ashton Place in Lely Resort
Alden Woods in Lely Resort
House in Coquina Sands
Twelve Oaks in Lely Resort
Claridge in Pelican Bay
Tortoise Estates
House in Port Royal
Lakemont - Pelican Landing
Surfsedge on Park Shore Beach
Millbrook in Fiddler's Creek
Residences at The Mercato
Lake Club in Spanish Wells
Esperia South in Bonita Bay
Feather Sound in The Strand
Lido Regency
Kingston Arms - Sarasota
The Village at Town Park
Champions in Lely Resort
Palermo in Pelican Landing
Cherry Oaks in Fiddlers Creek
Ole in Lely Resort
Fairway Bay I - Longboat Key
The Landings
LaMorada
Pienza in Vasari
The Regatta 3-501
Smokehouse Bay Club
Franciscan Gardens
Wild Pines in Bonita Bay 203A
Hawthorne
Lido Club on Marco Island
Stoneybrook II - Sarasota
Treviso Bay - Terraces IV
Fairway Bay I - Longboat Key
Pipers Pointe in Palm River
Esplanade Golf and CountryClub
Amador Village-Fiddlers Creek
Pelican Cove - Sarasota
The Regatta 5-301
Runaway Bay in Fiddler's Creek
Pipers Grove
Villages of Emerald Bay
House in Park Shore
The Regatta 4-PH4
Charleston Square
Pebble Creek in Pelican Bay
Cottage Naples Bay Resort A107
Calusa Island Village
Wedgewood II in The Strand
House in Vanderbilt Lakes II
Palermo at the Colony
St Raphael in Pelican Bay
House on Marco Island
Mariner of Marco Island
The Regatta 4-404
Laguna at Fiddlers Creek
Arielle in Pelican Marsh
Cypress Glen Village
Canterbury Village-Berkshire V
Sweet Bay In Shadow Wood
House in Aviano
Olde Cypress
Chateaumere in Pelican Bay
Villa D'Este in Palmira
Laurel Oaks - Pelican Bay
Tropics on Venetian Bay
South Beach Club
Rapallo at Coconut Point
Lely Island Estates
Indian Beach
The Club at Naples Cay 602
Ole in Lely Resort
Island's West
Village Walk of Bonita Springs
Naples Sunrise III
The Club at Naples Cay 1001
House in Tall Pines
St Raphael Villa-Pelican Bay
Champions in Lely Resort
Amelia Lake at Falling Waters
House on Marco Island
Milano
Country Club Shores
Harbour Cove Club
House in Pelican Bay
Cherry Oaks in Fiddlers Creek
Villa Lugano in Pelican Bay
Lakoya VI in Lely Resort
Bolero in Tiburon
Verandas at Quail Run
The Regatta 5-404
Ole in Lely Resort
House in Bonita Springs
Broadway Promenade-Sarasota
Hammock Isles
Estancia at Bonita Bay
Bonita Beach Club
Carlyle-Village of Palm Aire
Isles of Collier Preserve
Vistas on Beneva
Interlachen on the Course PB
Paseo
Hamptons in Bonita Bay
Oakwood Villas in Bonita Bay
Westshore at Naples Cay 603
The Regatta 5-205
Arielle in Pelican Marsh
Logan Woods
Westshore at Naples Cay 304
Prestwick Place in Lely Resort
Westshore at Naples Cay 1101
The Dunes - Antigua
Strada at Mercato
Collier's Reserve
Beachwalk
Ventanas at Tiburon
Sanctuary in Blue Heron
Artesia
House in The Moorings
Mystic Greens in Lely Resort
Terrace VIII at Heritage Bay
South Seas East
House in Naples Lakes CC
Pebble Creek in Pelican Bay
Renaissance I
Rapallo at Coconut Point
Venetian Bayview
Esperia South in Bonita Bay
Clubside in the Strand
Prestwick Place in Lely Resort
Esperia South in Bonita Bay
Laguna at Fiddlers Creek
The Club at Naples Cay 101
House in Eagle Creek
Seville at Vanderbilt Shores
Paseo
House in Highland Woods
Pelican Landing - Waterside
The Regatta 5-505
Bay's Bluff
Compass Point at Windstar
No Image Available
Ole in Lely Resort
House in Port Royal
Timarron in Pelican Marsh
Villas at Pelican Bay
House in Vanderbilt
Reflection Lakes
Matera in Vasari IV
Tropics on Venetian Bay
Las Palmas in Pelican Landing
Treviso Bay - Avellino
Wedgewood in The Strand
No Image Available
House in Vanderbilt
Bay Pointe in Bonita Bay
Esplanade on Marco Island
St Kitts in Pelican Bay
Gulf Breeze in Vanderbilt
Hudson Oaks
House on Marco Island
Mote Ranch - Sarasota
South Seas Northwest
Barrington Club in Pelican Bay
House in Venice Palms
Ole in Lely Resort
House in Spanish Wells II
St Nicole in Pelican Bay
House-Southbay Yacht-Racquet
Falling Waters
Waters Edge
Oakwood II Bonita Bay
Estancia at Bonita Bay
Winding Cypress
Alden Woods in Lely Resort
Bradford Manor
Garden Home-Livingston Lakes
Longboat Key Estates
Kings Port
House in Queen's Park
L'Ambiance in Longboat Key
Ole in Lely Resort
La Scala at The Colony
Village Walk of Bonita Springs
Cassia in Vasari
Treviso Bay - Terraces V
Wiggins Lakes and Preserve
Mirasol at Coconut Point
Hidden Harbor
The Regatta 2-1004
Venice Golf and CC
Cypress Hammock
House on Marco Island
Tropic Schooner
Meridian Club
Cascada at Fiddlers Creek
House in Park Shore
Castleton Gardens 26B
Westshore at Naples Cay 1104
Harborside West
Oakwood I in Bonita Bay
Spoonbill Cove - Carlton Lakes
Aria
Calumet Reserve in Lely Resort
Longpond at Mote Ranch
Greenbriar III in Bonita Bay
Quail West
VUE Sarasota Bay
Carrington in Stonebridge
No Image Available
The Regatta 1-702
Southbridge in Pelican Landing
Garden Home-Livingston Lakes
Sandpiper Isle in Pelican Land
The Club at Naples Cay 603
Callista at Fiddlers Creek
Lakoya I in Lely Resort
Surfside Club
Rookery Lake in Bonita Bay
Beach Tower at Moraya Bay
Westshore at Naples Cay 104
Lakoya VII in Lely Resort
Naples Reserve
Wild Pines in Bonita Bay 301A
Mirasol at Coconut Point
Esperia South in Bonita Bay
Westshore at Naples Cay 1202
Laguna at Fiddlers Creek
Strada at Mercato
Kingston Arms - Sarasota
Cottages at Brendan Cove
Shadowmoss - Olde Naples
Cottage Naples Bay Resort J104
Laguna at Fiddlers Creek
Wedgewood in Bonita Bay
Hideaway Beach - Habitat
Strada at Mercato
Monaco Beach Club
Cinnamon Ridge in Copperleaf
Hawthorne in Lely Resort
Island Cove in Pelican Marsh
House in Vanderbilt
Ashton Place in Lely Resort
Terrace VI at Heritage Bay
Marbella Lakes
Greenbriar II in Bonita Bay
Turtle Bay -Bridgewater Bay
Fifth Avenue Beach Club 103
Venetian Bayview
Seaglass at Bonita Bay
Lakoya VI in Lely Resort
Spoonbill Cove I Carlton Lakes
Strada at Mercato
Vanderbilt Surf Colony III
The Orchards
Mustang Villas in Lely Resort
Del Mar Club
Preserve at Heron Lake
House in Olde Naples
Admiralty House - Marco Island
Mulberry Row in Fiddlers Creek
The Club at Naples Cay 202
Barefoot Pelican
Merida at Cape Marco
Paseo
Chateaumere in PB
Coach Home-Livingston Lakes
Bay Pointe in Bonita Bay
The Regatta 2-506
Breakwater in Pelican Bay
Trevi in Treviso Bay
Windward Bay - Longboat Key
Beachway - Sarasota
The Regatta 5-PH01
Calusa Bay South
Terra Verde in Grey Oaks
Ole in Lely Resort
Sandpiper of Bonita Bay
House in Vanderbilt
Dockside
Oakwood Villas in Bonita Bay
House in Park Shore
Hideaway Beach House-210
South Seas North
L'Ambiance in Pelican Bay
Miramar - Lagoons III at LWR
Dolphin Way on Bonita Beach
Dover Place in Briarwood
Pienza in Vasari
Hidden Lakes at Spring Run
Allegro on Park Shore Beach
Baycrest in Pelican Landing
Pelican Landing
Vanderbilt Surf Colony III
Solamar on Park Shore Beach
House in Naples Park
Harbor Landing in Bonita Bay
The Regatta 2-401
Fifth Avenue Beach Club 105
Grande Dominica in The Dunes
Olde South - Marco Island
Menaggio at Fiddlers Creek
Sabal Cove - Longboat Key
Kings Lake - Hamptons
House on Marco Island
St Raphael in Pelican Bay
Lakeview in Carlton Lakes
Pavilion Club
Ashton Place in Lely Resort
Villa D'Este in Palmira
Arielle in Pelican Marsh
Contessa in Bay Colony
Avalon in Pelican Bay
Lemuria
Coral Falls in Lely Resort
Bermuda Bay I at Bay Forest
Hidden Harbor
The Regatta 2-1003
Sanctuary in Pelican Bay
Venetian Bayview
Monaco Beach Club
Kensington Gardens
Park Place of Naples
Colonial Links-Heritage Greens
No Image Available
Tivoli - Miromar Lakes
House on Marco Island
Crossings II in Bonita Bay
The Parador
Alden Woods in Lely Resort
Reserve I and II Banyan Woods
Gulfside
Sandcastle on Vanderbilt Beach
Arielle in Pelican Marsh
The Regatta 2-905
Windwood at Pine Woods
Harbor Landing in Bonita Bay
Twin Eagles - Hollybrook
Lighthouse Bay in The Brooks
Eleven Hundred Gulf Shore Apts
Harborside Gardens Venetian Ba
Monterosso at Mediterra
Waterside Place-Retreat
Barefoot Pelican
Westshore at Naples Cay 503
House in Hunters Ridge
Huntington Lakes Three
No Image Available
Bay Shore Place-Park Shore
Bolero in Tiburon
Lakeview Pines
Autumn Lake in Spring Run
Cedar Ridge in Autumn Woods
Palmetto Dunes-Pelican Sound
Southern Clipper
Ole in Lely Resort
Whisper Trace-Fiddlers Creek
Timber Creek at Lely C C
Coach Home -Livingston Lakes
South Seas West
Abbey on the Lake Imperial
House in Del Mora Harbors
Millbrook in Fiddlers Creek
Cotton Green in Fiddlers Creek
House in Carlton Lakes
Altessa I in Vasari
Shore Club in Park Shore
Saturnia Lakes
Menaggio at Fiddlers Creek
House in Olde Naples
Chateaumere in Pelican Bay
Coach Home-Livingston Lakes
Lakewood Ranch-Edgewater
Avellino Isles - The Vineyards
Tradewinds of Marco Island
Ole in Lely Resort
Pipers Point in Palm River
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