Search Results - Vacation Rentals

Chestnut Forest, Florida Vacation Rentals

127 listings found
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Base rates (EXCLUDING any applicable taxes, fees, and promotions) are displayed as provided by rental managers and are not guaranteed. Rates are based on the start date or arrival date selected in the search and may vary on subsequent days. Properties marked ‘Available’ or ‘Booked’ are done so based on information provided by the rental manager and are not guaranteed. For completed details (including minimum stay length, full availability information, approved arrival days and other booking rules for the property) select ‘Book Now” (on available properties) or ‘Check Availability’ (booked properties) to be directed to the rental manager’s website or click “Contact” to send them a specific request.

New centrally located chic family home in Tampa

TampaGolfVillas by AmericanVacationLiving 7 Room

TampaGolfVillas by AmericanVacationLiving 5 Room

Florida Retreat Nr Lakewood Ranch Sports Campus

Championsgate 6 Bedroom House Pool Spa near Disney

Greenview Luxury Home near Disney Pool spa loft

Disney 9BR Vacation Home Theater Pool Spa

BRIGHT 2BR Home in Champions Gate resort near Disney

Greenview Pool 8br Villa Theater Game near Disney

ChampionsGate 5br Pool Home Near Disney

Windsor Island Resort 10br Villa Pool Spa Near Disney

Extraordinary 10BR Private Pool Spa Near Disney

Windsor Island Resort 9br Theater Pool Spa Disney

VR/Loft Theater/Game room 10br Villa w/Pool Spa

Windsor Island Resort 10br Jurassic Pool Spa Disney

Luxury Windsor Island 7br Pool Spa near Disney

Windsor Island Resort 5br Private Pool, Disney Area

Steps to Clubhouse Family Reunion 5BR Home

Windsor Island Resort 10br Private Pool Spa Disney

Fireworks View Sunrise luxury Home Pool/SPA/Loft

Windsor island 5BR Pool Game room Disney Area

Windsor Island Resort 5br Private Pool Disney Area

THEMED Windsor Island 7BR w Pool SPA Loft

Ultimate 9BR Greenview Pool SPA near Disney World

Luxury Town Home With Splash Pool in Solara Resort

Ultimate 9br Chef's Kitchens Pool/Spa Disney Area

Fabulous 7BR PRIVATE Pool SPA near Disney World

Jurassic 9br Game Room Villa Pool Spa by Disney

Striking 9BR Pond view Pool SPA near Disney World

Solara Resort 7br Disney themed rooms Pool Spa Villa

Fancy Solara Resort 7br Pool Spa Villa by Disney

Extraordinary 7br Private Pool/Spa near Disney

Fantastic 7BR Green view Pool Spa loft Disney Area

No Rear Neighbors 8br Cozy Villa Pool Spa Disney

Solterra Resort 5br Pool Spa Near Disney

Luxury 9BR Villa with Pool Spa No rear neighbor

Cozy 4BR Town Home with POOL Close to Disney!

Solterra resort 5br Private Pool near Disney World

Extraordinary 5BR Private Pool/Spa Disney Area

Family Kissimmee 5BR Home Pool Loft Tub

Solterra 7BR Family Reunion pool home near Disney

Modern 7BR Solterra Resort Family Villa w pool SPA

Lakefront 8Br Villa Pool Spa Steps to Clubhouse

5 Beds Description Luxury Townhome with Pool OBA61

Modern Home Pool SPA Greenview No Rear Neighbor

7br Disney Getaway w/Games Projector Pool Spa

Newly upgraded modern 4BR/3BA private pool TH

3 Bedroom,3 Bath Townhouse in Gate Resort

Close to Disney Condo 3 Bed / 2 Bath

6 Bed Close to Disney in a Gated Resort Community

Amazing Townhouse close Disney 3 bedrooms OBA62000

Spectacular 5BR House - South Facing Pool & Spa

Private Theater Cozy 6br Home Pool Spa By Disney

Luxurious 6BR Pool Villa,2.5 Miles to Disney

Relaxing Getaway at 6BR Clubhouse Villa Pool&SPA

Striking 5BR villa private pool spa near Disney

Fantastic 6br Villa Private Pool Spa near Disney

Windsor Hills Resort 6br Villa, Pool/Spa, by Disney

Firework view 6br Disney Villa Pool/spa

3 BR * 2 Miles to Disney, pool, free WiFi and more

Relax in this perfect 6BR Disney Villa w pool spa

Lake view 5BR 5B Private Pool Spa luxury villa

This amazing 6 Bedroom property with a lake view

DisneyMansionEstate by AmericanVacationLiving 22BR

Ocean Sky | Pet Friendly Home in Sarasota w/ Private Heated Pool & Fire Pit!

DisneyResortVillas by AmericanVacationLiving 1 BR

New Listing! Mermaids Oasis | Private Pool, 5 Minute Walk to St. Armands Circle!

Luna Nueva | Pet Friendly Home in Sarasota w/ Private Heated Pool & Screened-In Porch

Casa Leone | Pet Friendly Home on Siesta Key w/ Private Heated Pool & Putting Green!

Palm Paradise | Pet Friendly Home on Siesta Key w/ Large Heated Private Pool & Outdoor Area!

Floritas Key | Pet Friendly Home on Siesta Key w/ Large Heated Private Pool & Outdoor Area!

New Listing! Don't Be Salty | Gorgeous Modern Home w/ Private Heated Pool & Spa, Near Beach!

Blu Sky Cottage | Pet Friendly, Canal Front Home on Siesta Key w/ Private Heated Pool & Spa, Kayaks!

Villa Castile | Pet Friendly Home on Siesta Key w/ Private Heated Pool, Walk to Beach & Village!

Sand Dollar Cottage | Waterfront Home w/ Private Pool & Kayaks! Minutes to Siesta Key Beach!

Casa De Siesta | Pet Friendly Home In Siesta Village, Private Pool and Hot Tub, Walk to the Beach!

Siesta Soul | Multilevel Home Located in Siesta Key Village w/ Private Pool, Fire Pit, Walk to Beach

La Contento Casa | Pet Friendly, Waterfront Home on Siesta Key w/ Private Heated Pool & Kayaks!

No Rear Neighbor/Themed 12br Villa Pool Spa Disney

Sea Foam | Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach!

Sea Angel | Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach!

Sea Breeze | Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach!

Siesta Breeze Retreat | Walk to Beach, Siesta Village, Shared Pool!

Sea Esta | Walking Distance to Siesta Key Beach & Village w/ Heated Pool & Outdoor Dining

Sea la Vie | Walking Distance to Siesta Key Beach & Village w/ Heated Pool & Outdoor Dining

Beach Palm Villa | Private Heated Pool, Fire Pit, & Spacious Outdoor Lounging Area

Bella Vida 12br 28ppl Villa Pool Spa Near Disney

Bella Vida 12br 30ppl Villa Pool Spa Near Disney

Siesta Sunset | Luxurious Beach Front Penthouse w/ Views of Gulf, Minutes to Siesta Key Village

OBA2400 4 Bedrooms Bella Vida Resort w/ pool

Admirals Watch | Ocean View w/ Spacious Balcony, Heated Pool, & Walking Distance to Siesta Key Beach

Specious Game room Lakeview 12br Villa Pool Spa Near Disney

Children world 12br Fancy Themed Rooms w/ Pool Spa Disney

Bella Vida 12br 28ppl Villa Pool Spa Near Disney

Stylish Themed 12br Villa Pool Spa w/ Disney

Brand New Home 4 bedrooms 2,5baths OBA5100

BRAND NEW townhome wih resort OBA21000

Sandpiper Cottage | Pet Friendly Home in Sarasota w/ Private Pool, 2 Story Loft, Close to Siesta Key

Lakeview 6BR Pool SPA Home Right beside Clubhouse Waterpark

Storey Lake Apartment with 3 bed,2 Bath - Oba59

Movie World 9br Villa w/Pool Spa Near Disney

Veranda Palms Lakeview 9br Pool Villa Near Disney

Storey Lake 10BR with Pool SPA Game Room WaterPark

Casita Morning Star | Pet Friendly Home on Siesta Key, Heated Pool, Walk to Beach & South Village!

The Solaster | Pet Friendly Home on Siesta Key w/ 2 Heated Pools, Walk to Beach & South Village!

The Conch | Luxury Pet Friendly Home on Siesta Key, 2 Heated Pools, 2 Elevators, Steps to Beach!

Casa Eulimia | Pet Friendly Home on Siesta Key w/ Private Heated Pool & Elevator, Steps to Beach!

Topsail Cottage | Luxury Home on Siesta Key w/ Heated Pool & Rooftop View of Gulf, Walk to Beach!

Storey Lake Resort 5br Family Villa Pool by Disney

Fabulous 10BR Greenview Pool Spa Disney Area

Stylish 10BR Private Pool Spa near Disney

Storey Lake Resort 8br Family Villa Pool by Disney

Storey Lake 10br villa pool spa game room Disney

Storey Lake Resort Lakeview 9br Pool Spa Disney

Storey Lake 6bd Lakeview villa pool spa Disney

Turtle Bay Hideaway | Large Pet Friendly Home on Siesta Key w/ Private Pool & Spa, Beach Access

Spacious Vista Cay Condo 5min to Conv Center 3B 2Bath with Balcony 1388ft

Vista Cay Luxury 4 bedroom condo (#3099)

Vista Cay Standard 3 bedroom condo (#3104)

Spacious Vista Cay Condo 5min to Conv Center 3B 2Bath with Balcony 1388ft

Vista Cay Standard 2 bedroom condo (#3102)

Venice Villas * Villa Laguna #28

Venice Villas * Studio #69

Venice Villas * Poolside #41

Venice Villas * Villa San Marco #33

Venice Villas * Studio #74

Venice Villas * Villa San Marco #31