Search Results - Vacation Rentals

Madison Park, Florida Vacation Rentals

477 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

40% OFF Last Minute Deal 9BR home with pool spa, Disney

Spacious Davenport 8 BR Home w Pool Theater Loft

Cozy 8BR Champions Gate Theater Pool SPA

8BD 5BA Spacious Home w Pool SPA Theater Game Room

8BR Disney Home w Pool SPA Theater Near Clubhouse

Avatar Theater 8br home w/ Pool Spa Greenview Walk to Waterpark

South Pool Game Room Theater Steps to Clubhouse

Solana Resort 5br Family Villa Pool Spa Disney

8903Oba Champions Gate 6 Bedroom 5 Bathroom Villa

9BR Pool/SPA/Game, Close to Disney

ChampionsGate 10br 28ppl Pool Spa Villa by Disney

DisneyEstate by AmericanVacationLiving 14 room 30p

DisneyEstate by AmericanVacationLiving 14 room 30p

DisneyMansion by AmericanVacationLiving 11BR - 30p

DisneyMansionEstate by AmericanVacationLiving 22BR

8BR Family Home w/POOL+Theater close to Disney

Greenview Luxury Home near Disney Pool spa loft

Striking ChampionsGate 10br villa pool spa Disney

ChampionsGate 5br Pool Home Near Disney

Greenview 8BR Theater Pool SPA Loft Game room

Fabulous 9BR Greenview Pool SPA near Disney World

Spacious 6BR Pool/SPA with a stunning Greenview

Greenview 8BR Davenport villa w theater pool SPA

ChampionsGate 5br Modern Townhome w/Pool by Disney

Championsgate 6 Bedroom House Pool Spa near Disney

ChampionsGate 5br Pool Spa Villa Near Disney

Spacious 8BR Villa w pool spa Game room Greenview

Disney 9BR Vacation Home Theater Pool Spa

8BR Family Disney Getaway w Theatre Pool Spa

Cozy 5BR townhome private pool Near Disney Park

ChampionsGate Greenview Pool Villa near Disney

Greenview Pool 8br Villa Theater Game near Disney

Disney Vacation 10br themed Villa w/ Pool Spa

BRIGHT 2BR Home in Champions Gate resort near Disney

ChampionsGate 5br Pool Home Near Disney

Beautiful 4 Bedroom 3 Bathroom pool & spa Villa

ChampionsGate 5br Pool spa Home Near Disney

Private Theater Pool Spa in Windsor Island Resort

Resort 9BR Greenview Pool Villa Disney Area

No Rear neighbor 8br private Home Pool Spa Disney

No Rear Neighbors 8br Villa w/Private Pool Spa

Lake View 9BR Villa Pool Spa Near Disney World

Golf Course View 9BR Luxury Villa with Pool/SPA

Minecraft Game Room 10br Villa w/Pool Spa Disney

Windsor Island Resort 7Br private Pool/spa Disney

Windsor Island Resort 5br Villa Pool Near Disney

Modern 9BR Family Villa close Disney w POOL SPA

Champions Gate 9br Lake Villa Pool Spa Near Disney

Windsor Island Resort 10br Villa Pool Spa Near Disney

Windsor Island Resort 7br villa pool spa Disney

Fabulous 9br Windsor Island Villa Pool/Spa Near Disney Sleep 26

Family Gathering Windsor Island new 7BR home w Pool

Extraordinary 10BR Private Pool Spa Near Disney

Perfect 5 Bed Villa just for you and your family

No Rear neighbor 6br private Home Pool Spa Disney

Windsor Island Resort 10br Pool Spa Villa Disney

Windsor Island Resort 9br Theater Pool Spa Disney

Windsor Island 10br Iron Man Pool Spa Disney

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

Avatar Gameroom10br 30ppl Villa w/ Pool Spa Disney

Avatar Theater 9br home w/ Pool Spa Near Disney

Loft Theater/Game Room 10br Villa w/ Pool Spa

Windsor Island Resort 10BR pool spa Disney Area

Luxury Windsor Island 7br Pool Spa near Disney

Windsor Island Resort 7br Villa Pool Spa Near Disney

Windsor Island resort 10br Pool Spa Villa Disney

Windsor Island Resort 10br Jurassic Pool Spa Disney

Spacious Golf View Pool spa 9br Home Disney area

Windsor Island Resort 5br Private Pool, Disney Area

OBA63 Windsor 5 Beds 4 Baths Townhome whit pool

NFL Game room 7br Villa w/ Private Pool Spa Disney

Windsor Island Resort 7br 16 people Pool Spa Disney

Steps to Clubhouse Family Reunion 5BR Home

Iron Man Game Room 7br Villa Pool Spa by Disney

Specious 7br Kids World Villa w/ Pool Spa Disney

Avengers Game Room 10br Villa w/Private Pool Spa

Mario Game Room Theater Loft w/ Pool Spa Disney

No Rear Neighbors 10br Villa Pool Spa Disney

Hall of Famous Game Room 10br Villa Pool Spa Disney

Windsor Island Resort 10br Luxury Pool Spa Disney

Brand New 5br Home w/Pool Near Disney area

Spacious Villa w/ South Pool/Game/Near Clubhouse

Windsor Island Resort 10br Private Pool Spa Disney

Fireworks View Sunrise luxury Home Pool/SPA/Loft

Fantastic 8br Villa Resort Pool spa Near Disney

Modern Family 6BR Home w Pool close to Disney

Extraordinary 7BR Private Pool spa Disney Area

Perfect for Family Reunion Stunning 9BR Home with Pool SPA

Windsor Island Resort 5br Villa Pool near Disney

Windsor Island Resort 10br Pool Spa Villa Disney

Windsor island 5BR Pool Game room Disney Area

Windsor Island Resort 5br Private Pool Disney Area

WINDSOR ISLAND resort spacious 9BR home Pool SPA

Luxury Town Home With Splash Pool in Solara Resort

Solara Resort Brand New 4 Bed 4.5 Bath Townhome

THEMED Windsor Island 7BR w Pool SPA Loft

World Class 8 Bedroom private pool/spa villa near Disney

SPACIOUS Davenport10BR w Pool SPA Loft near DISNEY

Ultimate 9BR Greenview Pool SPA near Disney World

Solterra Resort 5br Pool Spa Near Disney

Windsor Island resort 8br pool spa near Water park

Windsor Island Resort 8br Villa Pool Spa Near Disney

Windsor Island Resort 8br Villa Pool Spa Near Disney

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

Fabulous 7BR Greenview pool spa near Disney

Extraordinary Lakeview 9BR PRIVATE 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

Pool Villa Lakeview with Game Room themed rooms

Solterra resort 5br Private Pool near Disney World

Extraordinary 5BR Private Pool/Spa Disney Area

Solterra Resort 5br Oasis Villa w/Pool Spa Disney

Solterra Resort 5BR Private Pool/Spa, Disney Area

Solara Resort 9br Villa Pool Spa Near Disney

Solara Resort 7br Disney themed rooms Pool Spa Villa

Solara Resort 9br Pool Spa near Disney World

Solara Resort Luxury 9br Pool Spa Villa by Disney

Solterra Resort 7br Lakeview Villa Pool Spa Disney Aera

Solterra 7BR Family Reunion pool home near Disney

Disney Dreams: 7BR Solara Resort Home w/ Pool Spa

Solara Resort 9br villa pool spa near Disney

Solterra Resort 7br Lakeview Villa Pool Spa Disney

Fabulous Solara Resort 7br Pool Spa Villa Disney

Solara Resort 7br Luxury Pool Spa Villa by Disney

Fancy Solara Resort 7br Pool Spa Villa by Disney

Solara Resort 6br Jurassic Pool Spa Villa Disney

Modern 7BR Solterra Resort Family Villa w pool SPA

Solara Resort 7br Fancy Pool Spa Villa by Disney

Solara Resort 7brPool Spa Villa by Disney

Lakeview Davenport 5BR Corner townhome Pool Loft

Solterra Resort 7br Villa Pool Disney Aera

Amazing 6 Bedroom 5 Bathroom Solara Resort8999Oba

Fantastic 7BR Green view Pool Spa loft Disney Area

Extraordinary 7br Private Pool/Spa near Disney

Loft theater 9br Villa Pool/Spa Greenview Disney

5 Beds Description Luxury Townhome with Pool OBA61

No Rear Neighbors 8br Cozy Villa Pool Spa Disney

Luxury 9BR Villa with Pool Spa No rear neighbor

Lovely 5BR Townhouse at Windsor at Westside

OBA66 Solterra 5 Beds 4 Baths Townhome whit pool

9BR Villa w/ Pool/SPA,GREEN VIEW,No Rear Neighbor!

Fantastic 7br Chef's Kitchens Pool/spa Disney area

Solara Resort 9br Lakeview Pool Spa Villa by Disney

Stunning 9BR Pool Villa near Disney World

Ultimate 9BR Lakeview Pool SPA Theater Near Disney

Lakeview 8br Family home w Pool Spa Near Disney

LakeView Pool/SPA, Disney Themed Kids Rooms, Game Room

Modern 8BR Villa w Pool SPA Close to Disney

Amazing 7br Chef's Kitchens Pool/spa Disney area

Fabulous 5BR Greenview Pool near Disney World

Amazing Townhome 3min to Disney with Pool & BBQ 5Br 5Bath 2260ft

Modern 8BR Kissimmee Villa Pool/SPA/Game

Family Villa in Kissimmee 7BR Game room ,Pool SPA, near Disney

Windsor at Westside 7br Pool Spa Villa Disney Area

Cozy 4BR Town Home with POOL Close to Disney!

Modern 7BR Family Villa Pool Spa, Disney Area

Greenview 8BR Grand Pool Villa close to Disney

Family Kissimmee 5BR Home Pool Loft Tub

Windsor 8br Villa Pool Spa Game Room, Disney Area

Lakefront 8Br Villa Pool Spa Steps to Clubhouse

Spacious 8BR Kissimmee Villa w Theater Pool SPA

Modern Luxurious 5BR Home with Pool Near Disney Park

Lakeview Cozy Home 8br Villa w/ Pool Spa Disney

Windsor at Westside 9br 18ppl cozy home Pool Spa

Lakeview 8BR Home Pool SPA Game Beside Clubhouse

3 Bedroom 2 Bathroom Disney Vacation Home

Windsor at Westside 8br Lakeview home Pool Spa

LAKEVIEW 8BR Family Home,Next to Clubhouse,BEST LOCATION

Newly Renovated 8br with Game Room, Pool Spa Disney

4 Bed Located in Davenport only minutes to Disney

Modern Home Pool SPA Greenview No Rear Neighbor

7br Disney Getaway w/Games Projector Pool Spa

No Rear neighbour 5br private Pool Spa Home Disney

Spacious 7BR Home w/ Pool&BBQ 10min to Disney

Spacious 5BR Home 10 min to Disney w/Pool & BBQ

Premium 6BR Home w/ Pool&BBQ 10min to Disney

OBA23000 WATERSONG 6 Bedrooms 4,5 baths refurnitur

Tropical and peaceful, this 5 bed with Pool & Spa

Amazing 5 Beds 4 Baths Paradise Palms OBA3000

Amazing 4 Bedroom 3 Bath Paradise Palm OBA54000

Amazing decoration 3 bedroms West Lucaya OBA6000B

Family Ready in Gated Community Near Attractions

Amazing decoration 3 bedroms West Lucaya OBA55000

Amazing decoration 3 bedroms West Lucaya OBA55000

Amazing decoration 3 bedroms West Lucaya OBA64000

4 Bed 3 Bath in a gated community with pool

Emerald Island Resort 4 bed 3 bath with pool/spa

5 Beds 4 Baths - Wonderful Home Oba65 Sunset Lakes

Amazing Townhouse close to Disney 2 Bed 2.5 Bath

Amazing 6 Bed Disney Dream Getaway in Windsor Palm

Amazing Disney Dream Getaway in Windsor Palms!

Lovely 3 bed Condo Near Disney Quiet Community

Immaculate 4 bedrooms 3 bathroom in Windsor Palms

6 Bed Close to Disney in a Gated Resort Community

3 Bedroom,3 Bath Townhouse in Gate Resort

Close to Disney Condo 3 Bed / 2 Bath

Luxury 6BD 3.5BA Pool Home in Windsor Palms Resort

Newly upgraded modern 4BR/3BA private pool TH

Luxury Villa With Large Private South Facing Pool

5 Bed South Facing Pool close to Disney

4 Bedrooms, 3 Baths, No Rear Neighbors

Amazing Resort 2 bed condo close to Disney

Close to Disney & Clubhouse in Emerald Island

Windsor Palms 3 bed Condo in Gated Resort

Minutes to Disney Boutique 3BR 2.5 Bath Coastal TH

Disney Area 4 bed/ 3.5 Bathroom Emerald Island

3Br 2Ba Private Pool Villa just steps away from

Minutes to Disney, Beautiful and Magical 3Bed Th

Spectacular 5BR House - South Facing Pool & Spa

Amazing Townhouse close Disney 3 bedrooms OBA62000

Amazing Townhouse close Disney 3 bedrooms OBA9000

4 Bedroom/3 Bath South Facing Pool/Spa Villa

Beautiful Windsor Palms 4 Bed South Facing Pool

Emerald Island 4 bed mins to Disney

Fantastic Resort 5BR House - South Facing Pool/Spa

Gated Townhome 10min to Disney Resort Style 4Br 4Bath

South Facing Pool 4 Bedroom 3 Bath Villa

Brandnew Encore Reunion 4 Beds Private Pool OBA10B

Emerald Island Villa just 10min to Disney

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 7 Bed 6 Bath in Prestigious Gated Comm.

Fantastic 6br Villa Private Pool Spa near Disney

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

Firework view 6br Disney Villa Pool/spa

Windsor Hills 6br Family Home Pool Spa Near Disney

South facing Pool 6BR Disney getaway Villa SPA

6BR Villa Near Disney w/ South-facing Pool/Spa

No Rear Neighbor Disney Home with Pool/SPA

Windsor Hills 5br Private Pool Near Disney

Striking 5BR Disney home Private Pool/SPA

5BR Fabulous Park View Villa Private Pool Spa

Park View Modern 7BR Private Pool Near Disney

Park View 5BR Villa Near Disney Private Pool Spa

6BR Greenview Pool Getaway Only 2 miles to Disney

Modern 7BR Villa w Pool greenview close to Disney

Ultimate 6BR Villa Disney Getaway with POOL SPA

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

Kissimmee Ultimate 6 Bedrooms Villa w pool spa

Relax in this perfect 6BR Disney Villa w pool spa

Spacious 6BR/4B Villa with Pool/SPA close to Disney

Lake view 5BR 5B Private Pool Spa luxury villa

Lakefront 6BR 4B Villa Pool spa near Disney

This amazing 6 Bedroom property with a lake view

Windsor hills Resort 5br Home Pool spa Game room

DisneyMansionEstate by AmericanVacationLiving 22BR

4 Bedrooms 4,5 baths at Magic Viullage OBA26

Florida Retreat Nr Lakewood Ranch Sports Campus

DisneyResortVillas by AmericanVacationLiving 1 BR

Lucaya Village Resort - 4 Bed 3 Bath Townhouse

Cozy Private Townhome 15min to Disney 3Br 3Bath with patio 1291ft

Luxury Disney Townhome|Getaway minutes from Disney

No Rear Neighbor/Themed 12br Villa Pool Spa Disney

Bella Vida 12br luxury villa pool spa Disney

Cozy Townhome 12 min to Disney with Pool and BBQ 3Br 3Bath 1291ft

Amazing 4Br 3Bath Townhome with POOL and BBQ just 15min to Disney 1625ft

Bella Vida 12br 28ppl Villa Pool Spa Near Disney

Bella Vida 12br 30ppl Villa Pool Spa Near Disney

OBA2400 4 Bedrooms Bella Vida Resort w/ pool

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

Fantastic 12br Kids World Pool Spa Near Disney

Stylish Themed 12br Villa Pool Spa w/ Disney

Large 12br Family Reunion Villa w/ Pool Spa Disney

Brand New Home 4 bedrooms 2,5 OBA50000A

Brand New Home 4 bedrooms 2,5baths OBA5100

BRAND NEW townhome wih resort OBA21000

Lakeview 9BR Villa Private Pool SPA Game Room heater

Storey Lake Resort 4 Bedrooms 3 baths OBA29000

Recently renovated home great location near Disney

Premium 5BR home w/Pool-BBQ just 10min to Disney

Mickey's Magical Kingdom

5 bedroom home is ideal for an elegant vacation

No Rear Neighbors 12br 26 people Pool Spa Villa

Lakeview 6BR Pool SPA Home Right beside Clubhouse Waterpark

Storey Lake 2br Sweet Home Near Disney

Storey Lake Apartment with 3 bed,2 Bath - Oba59

Movie World 9br Villa w/Pool Spa Near Disney

Veranda Palm Resort 15br 34 people Pool Spa Villa

Veranda Palm Resort 15br 32 people Pool Spa Villa

Veranda Palm Resort 12br Pool Spa Villa by Disney

Storey Lake 9br with Theater, Pool/Spa by Disney

Extraordinary 6BR Family Pool spa near Disney

Spacious 6BR Storey Lake home w private pool loft

Luxury Game Room 12br 33 ppl Villa w/ Pool Spa

Veranda Palms Lakeview 9br Pool Villa Near Disney

Veranda Palm Resort 15br 34 people Pool Spa Villa

Veranda Palms Lakeview 6br Villa Pool Spa Disney

Amazing apartment close Disney 3 bedrooms Oba58

Veranda Home, 8br, 6 en-suites, Lake View,POOL/SPA

Storey Lake 10BR with Pool SPA Game Room WaterPark

Storey Lake 9BR with Pool SPA Game Room Water Park

Storey lake 9br Villa pool spa game room Disney

Storey lake 9BR Villa Pool spa Disney World

Storey Lake 4br Family Townhome w/ Pool Disney

Storey Lake Resort 5br Family Villa Pool by Disney

Fabulous 10BR Greenview Pool Spa Disney Area

Storey Lake 5br Family Townhome w/ Pool Disney

Disney Dreams: 5br themed Villa w/ Pool Spa

Stylish 10BR Private Pool Spa near Disney

Lakeview Storey Lake 10BR Villa Pool SPA Game

Storey Lake Resort 8br Family Villa Pool by Disney

Storey Lake 10br villa pool spa game room Disney

Cozy Kissimmee 6BR themed home w Pool SPA Loft

Storey Lake 10br Lakeview villa pool spa game room

Storey Lake Resort 6br Family Villa Pool by Disney

Storey Lake Resort Lakeview 9br Pool Spa Disney

Disney-themed Villa Storey Lake Resort w/ Pool Spa

Lake forest view 9BR pool/spa Villa near Disney

Storey Lake 6bd Lakeview villa pool spa Disney

Spacious Home with Pool and BBQ 15min to Disney 5Br 5Bath

Luxury Family Villa with Pool/Spa Near Disney World

New Listing! | Beach a la Mode | Luxury Canal Front Home on Anna Maria Island!

New Listing! | Front Row Seat | Luxury Beachfront Home Located On Anna Maria Island!

Spacious Condo with Balcony 5min to Conv Center 3Br 2Bath 1410ft

Cozy Private Townhome 5min to Conv Center Resort Style 3Br 4Bath 1732ft

Large 3BR Condo 5 min to Universal + Conv Center

Large Condo 5min to Conv Center with Balcony 4Br 2Bath 2020ft

Renovated 4BR Condo 5 min to Universal+Conv Center

Vista Cay Condo 10min to Universal Studios with balcony

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

Vista Cay Standard 3 bedroom condo (#3104)

Vista Cay Luxury 4 bedroom condo (#3099)

Vista Cay Luxury 4 bedroom condo (#3117)

Vista Cay Standard 3 bedroom condo (#3111)

Vista Cay Luxury 3 bedroom condo (#3103)

Vista Cay Luxury Lakeview 4 bedroom condo (#3095)

Vista Cay Luxury 3 bedroom Townhouse (#3105)

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

Vista Cay Standard 2 bedroom condo (#3102)

Modern Condo 5min to Conv Center with balcony 1496ft

Popular 2BR Condo 5 min to Universal+Conv Center

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

Casamigos | West of the Trail - Private Home with Tiki Bar, Heated Pool, and Spa, Near Siesta Key!

Ventana Rosa | Beautiful Sarasota Home Near Siesta Key w/ Private Pool & Large Outdoor Space

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

Luna Flores | Pet Friendly Home in Sarasota w/ 2 Private Heated Pools & Screened-In Porches

Villa Las Flores | Pet Friendly Home in Sarasota w/ Private Heated Pool & Screened-In Porch

Sunset Heaven | St Armands - Lido Key Home w/ Water Views, Dock Access, Private Heated Pool & Spa!

New Listing! Manatee Cove | Waterfront Home on Lido Key, 30 Second Walk to St. Armands Circle!

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

Coconut Cottage | Home on Lido Key w/ Private Heated Pool/Spa, Walk to Lido Beach & St. Armands!

The Pearl on the Bay | Luxury Water Front Home Near Siesta Key, Gorgeous Views & Private Pool!

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

Baydream Bungalow | Pet Friendly Home w/ Private Heated Screened-In Pool

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! Siesta Dolce | Luxury Siesta Key Home w/ Private Heated Pool, Close To Beach!

Bay Isle Bliss | Pet Friendly Home w/ Private Pool & Walking Distance to Shell Beach

Hemingway House | Beautiful Traditional Home w/ Spacious Outdoor Dining Area & Lush Landscaping

Coral Breeze | Siesta Home, Heated Pool & Spa, Minutes to Village and Beach!

New Listing! The Birdhouse | Private Siesta Key Home w/ Heated Pool, Minutes Away From Beach!

New Listing! Sunburst Courtyard | Pet Friendly Waterfront Home, Walk to Siesta Key Beach & Village!

New Listing | Pet Friendly Home on Siesta Key w/ Outdoor Patio & Private Screened-In Heated Pool!

Hidden Treasure | Located on Siesta Key w/ Private Heated Pool/Hot Tub & Spacious Outdoor Area

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

Bali Hai House | Luxury Waterfront Home on Siesta Key w/ Large Private Heated Pool & Outdoor Patio!

New Listing! Island Sol | Private Pool, Pet Friendly, Minutes from Siesta Beach

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

Villa De Paradisio | Waterfront Home w/ Private Pool, Fishing Dock, Close to Beach & Village!

The Sun Dial | Waterfront Home on Siesta Key w/ Private Pool & Large Backyard, Close to Beach!

Villa Champagne | Pet Friendly Waterfront Home w/ Private Pool & Spa, Close to Beach & Village!

Sophie's Quartier | Siesta Bundle, 2 Pet Friendly Waterfront Homes w/ 2 Private Pools, Near Village

Sophie's Cottage | Pet Friendly, Waterfront Home w/ Private Pool & Kayaks! Beach & Village Close!

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

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

New Listing | Gulf Birdie | Waterfront Home on Siesta Key, w/ Private Heated Pool & Hot Tub!

Isla Amor | Waterfront Home on Siesta Key w/ Private Heated Pool, Fire Pit, Walk to Beach!

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

Seas the Day | Canal Front Home on Siesta Key w/ Private Heated Pool & Kayaks, Walk to Beach!

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

Villa Margarita | Pet Friendly Home In Siesta Village, Heated Pool and Hot Tub, Walk to the Beach!

Villa Fiesta | Pet Friendly Home In Siesta Village, Heated 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

The Big Kahuna | Luxury Pet Friendly Home on Siesta Key, 2 Heated Pools, Steps to Beach & Village!

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

The Palms Cottage | Pet Friendly Home w/ Private Pool & Spa, Walking Distance to Siesta Key Beach!

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

Beach Walk Cottage | Pet Friendly Home on Palm Island, Private Pool, Ping Pong Table, Walk to Beach!

Vinca | Pet Friendly Home Located in Siesta Key Village w/ Heated Pool, Walk to Beach!

Honeysuckle | Pet Friendly Home Located in Siesta Key Village w/ Heated Pool, Walk to Beach!

Mandevilla | Pet Friendly Home Located in Siesta Key Village w/ Heated Pool, Walk to Beach!

Plumbago | Pet Friendly Home Located in Siesta Key Village w/ Heated Pool, Walk to Beach!

Lantana | Pet Friendly Home Located in Siesta Key Village w/ Heated Pool, Walk to Beach!

Mimosa | Pet Friendly Home Located in Siesta Key Village w/ Heated Pool, Walk to Beach!

The Hummingbird | Pet Friendly Home Located in Siesta Key Village w/ Private Pool, Walk to Beach!

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

The Key Canal - Spacious Waterfront Home w/ Rooftop Deck, Walk to Siesta Beach & Village

Tropical Oasis | Luxury Home on Siesta Key w/ Private Heated Pool/ Spa, Steps to Beach & Village!

Latitude Adjustment | Waterfront Home w/ Private Heated Pool! Walk to Siesta Village & Beach!

Siesta Villa | Luxury Condo in Siesta Village w/ Heated Pool, Walking Distance to Beach & Village!

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

At Sun Sea Terrace | Luxury Siesta Key Condo w/ Heated Pool, Short Walk to Beach and Village!

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

Siesta Salt Life | Walking Distance to Siesta Key Beach & Village w/ Private Heated Pool!

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

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!

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

The Beachy Keen | Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach!

CJs on Siesta | Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach!

The Coral Reef! | Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach!

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

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

New Listing! Avanti Villa | Hot Tub, Walk to Siesta Beach and Village, Beach Views

Endless Views | Walking Distance To Siesta Key Beach + Village, Panoramic Views

Caribbean Dream | Luxury Condo on Siesta Key w/ Heated Pool, Walking Distance to Beach & Village!

Seaside Cottage | Pet Friendly Siesta Key Home w/ Private Pool, Across From Beach Access 9!

Peacock Villa | Spacious Outdoor Area, Cabana Room, Heated Pool, & Steps to Siesta Key Beach!

Monarch Villa | Ocean Views, Cabana Room, Heated Pool, & Steps to Siesta Key Beach!

Casa De Mariposa | Ocean Views, Spacious Balcony, Private Heated Pool, & Steps to Siesta Key Beach!

Island Escape | Home on Siesta Key w/ Private Heated Pool & Ping Pong Table!

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

Beach Dream | Home w/ Ocean Views, 2 Private Pools, & Rooftop Lookout! Steps to Siesta Key Beach

Silver Shore | Home w/ Ocean Views, Private Pool, & Rooftop Lookout! Steps to Siesta Key Beach

Crystal Sands | Home w/ Ocean Views, Private Pool, & Rooftop Lookout! Steps to Siesta Key Beach

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

Villa Vista Mare | Gorgeous Home w/ Views of Gulf, Heated Pool, & Across From Siesta Key Beach!

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

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!

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

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

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

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

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

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

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

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

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

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

Fiesta Playa | Luxury Home on Siesta Key w/ Private Elevator, 2 Minute Walk to Crescent Beach!

Casa Bella Vita | Luxury Home w/ Heated Pool, Ping Pong Table, & Walking Distance to Crescent Beach!

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

Sandy Seahorse Cottage | Pet Friendly Home on Siesta Key w/ Private Pool, Short Walk to Beach

Sandy Rocks | Ultimate Bundle: 2 Private Pet Friendly Homes, 2 Private Heated Pools, Walk to Beach!

Sandy Cabana | Pet Friendly Home on Siesta Key w/ Heated Pool, Short Walk to Beach!

Seahorse Cabana | Pet Friendly Home on Siesta Key w/ Heated Pool, Short Walk to Beach!

Crescent Cottage | Private Pool, Lounging Area, Short Walk to Crescent Beach

Serenity Cottage | Multilevel Home on Siesta Key w/ Private Pool & Spa, Short Walk to Beach!

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

Cozy 2BR Florida Home Near the Shore!

King Bed & Patio, Minutes to the Beach

Venice Villas * Villa Paradiso #18

Venice Villas * Villa Paradiso #14

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

Venice Villas * Villa Regina #1

Venice Villas * Villa San Marco #34

Venice Villas * Villa San Marco #37

Venice Villas * Villa San Marco #38

Venice Villas * Studio #49

Venice Villas * Villa Paradiso #12

Venice Villas * Unit #45

Venice Villas * Villa Paradiso #13

Venice Villas * Studio #76

Venice Villas * Studio #51

Venice Villas * Villa Regina #6

Venice Villas * Villa San Marco #32

Venice Villas * Villa Laguna #27

Venice Villas * Villa Regina #5

Venice Villas * Studio #78

Venice Villas * Studio #58

Venice Villas * Studio #53

Venice Villas * Studio #61