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4 Bedroom Vacation Rentals in Siesta Key
We offer Vacation Rentals: Book your 4 Bedroom Home securely here and save!
Stay steps from the sand in a Siesta Key rentals designed for convenience, coastal style, and those perfect Gulf sunsets — ideal for couples, families, and anyone who wants a seamless beach getaway.
Vacation Rentals by Owner in Florida.
We have partnered with a major provider for Vacation Rentals by Owner directly through Florida Vacation Rental Homes. With hundreds of short term rentals to choose from, we now have the selection and value to offer our visitors searching for places to stay in .
To book a selected property, follow the "Search Availability" button or "View Rental" for Pricing & Rates, which will take you directly on our partner website. All bookings are securely completed on our partner websites.
Holiday Sunshine Savings: Luxurious Waterfront Retreat Minutes From Beach
10.0 Star Rating
Siesta Key Vacation Home
4 Bedroom(s) Sleeps 8
Beautiful 4 Bedroom/ 4 Bath Beach House-Directly On Beach!
8.4 Star Rating
Siesta Key Vacation Home
4 Bedroom(s) Sleeps 12 -- Pet Friendly 
Doveplum 112- 3 Story, 4 Bedroom Condo With Private Beach With Lounge Chairs & Umbrella Pr
10.0 Star Rating
Siesta Key Vacation Home
4 Bedroom(s) Sleeps 8
7 Minute Walk To Siesta Key Beach. Large Heated Pool/spa. Very Private.1/2 Acre
10.0 Star Rating
Siesta Key Vacation Home
4 Bedroom(s) Sleeps 10 -- Pet Friendly
Walkable To Siesta Key Village, Saltwater Pool/Spa, BBQ, Pond Views, Bike To Beach In 6 Mi
9.6 Star Rating
Siesta Key Vacation Home
4 Bedroom(s) Sleeps 8 -- Pet Friendly
Siesta Dolce | Private Pool, Kayaks And Putting Green
9.2 Star Rating
Siesta Key Vacation Home
4 Bedroom(s) Sleeps 8 -- Pet Friendly
Siesta Key Retreat Sarasota Florida
9.8 Star Rating
Siesta Key Vacation Home
4 Bedroom(s) Sleeps 12
Siesta Key Heated Pool Home. Walk To Beach/Village. Check Our Monthly Rate!
10.0 Star Rating
Siesta Key Vacation Home
4 Bedroom(s) Sleeps 8 -- Pet Friendly
Casa Leone | Heated Pool & Spa, Pet Friendly, Putting Green
9.2 Star Rating
Siesta Key Vacation Home
4 Bedroom(s) Sleeps 10 -- Pet Friendly
Gertrudes Siesta Village Properties - Short Walk To Siesta's Best Beaches!
9.6 Star Rating
Siesta Key Vacation Home
4 Bedroom(s) Sleeps 12 -- Pet Friendly
Newly Renovated Large 4BR W/ Pool - Walk To Gated Beach
9.6 Star Rating
Siesta Key Vacation Home
4 Bedroom(s) Sleeps 10
At Sun Sea Terrace | Luxury Siesta Key Condo W/ Heated Pool, Short Walk To Beach And Villa
9.6 Star Rating
Siesta Key Vacation Home
4 Bedroom(s) Sleeps 8
Hidden Treasure | Located On Siesta Key W/ Private Heated Pool/Hot Tub & Spacious Outdoor
10.0 Star Rating
Siesta Key Vacation Home
4 Bedroom(s) Sleeps 8
Private Canal Home , Short Walk To Siesta Key Beach
10.0 Star Rating
Siesta Key Vacation Home
4 Bedroom(s) Sleeps 8
Luxurious 4 Bedroom Home On Siesta Key, Steps From Siesta Beach!
8.8 Star Rating
Siesta Key Vacation Home
4 Bedroom(s) Sleeps 10
Sunburst Courtyard | Pet Friendly Waterfront Home W/ Pool, Walk To Siesta Key Beach & Vill
10.0 Star Rating
Siesta Key Vacation Home
4 Bedroom(s) Sleeps 12 -- Pet Friendly
SERENITY SIESTA/OLD FLORIDA FEEL/SANDY BEACH/GULF IN THE BACKYARD
9.0 Star Rating
Siesta Key Vacation Home
4 Bedroom(s) Sleeps 8
Siesta Soul | Multilevel Home Located In Siesta Key Village W/ Private Pool, Fire Pit, Wal
9.8 Star Rating
Siesta Key Vacation Home
4 Bedroom(s) Sleeps 8
Luxury Home W/ Heated Pool And Private Beach Access
9.4 Star Rating
Siesta Key Vacation Home
4 Bedroom(s) Sleeps 11
Gertrude's Siesta | 6 Terraces, Rooftop, Pool, 1-min To Beach And Village!
10.0 Star Rating
Siesta Key Vacation Home
4 Bedroom(s) Sleeps 13 -- Pet Friendly
Palm Island Estate: Mediterranean Luxury W/ Pool & Private Canal Access
10.0 Star Rating
Siesta Key Vacation Home
4 Bedroom(s) Sleeps 8
Gertrude's Siesta | 6 Terraces, Rooftop, Pool, 1-min To Beach And Village!
9.8 Star Rating
Siesta Key Vacation Home
4 Bedroom(s) Sleeps 13 -- Pet Friendly
A Private Secluded Retreat In Great Neighborhood -Sleeps 8 Near Beach
9.8 Star Rating
Siesta Key Vacation Home
4 Bedroom(s) Sleeps 8
4 Bedroom Pool Home Siesta Key
10.0 Star Rating
Siesta Key Vacation Home
4 Bedroom(s) Sleeps 8
Location. Four Bedroom Cottage, One Block From Beach And Siesta Village
10.0 Star Rating
Siesta Key Vacation Home
4 Bedroom(s) Sleeps 8 -- Pet Friendly
Breezy Siesta Key Condo W/ Bay Views & Pool!
9.8 Star Rating
Siesta Key Condo
4 Bedroom(s) Sleeps 7
Siesta Key Beach HideAway
9.2 Star Rating
Siesta Key Vacation Home
4 Bedroom(s) Sleeps 12
The Sun Dial | Waterfront Home On Siesta Key W/ Private Pool & Large Backyard, Close To Be
10.0 Star Rating
Siesta Key Vacation Home
4 Bedroom(s) Sleeps 12 -- Pet Friendly
Breathtaking 4 Bedroom/ 4 Bath Town Home Located Directly On Siesta Key Beach!
9.6 Star Rating
Siesta Key Vacation Home
4 Bedroom(s) Sleeps 12 -- Pet Friendly
Spacious Siesta Key Canal Front W/ Large Heated Pool
8.8 Star Rating
Siesta Key Vacation Home
4 Bedroom(s) Sleeps 10 -- Pet Friendly
? Crescent Cottage | Private Pool, Pet Friendly, Walk To Crescent Beach
9.6 Star Rating
Siesta Key Vacation Home
4 Bedroom(s) Sleeps 10 -- Pet Friendly
Villa Champagne | Pet Friendly Waterfront Home W/ Private Pool & Spa, Close To Beach & Vil
9.8 Star Rating
Siesta Key Vacation Home
4 Bedroom(s) Sleeps 8 -- Pet Friendly
Siesta Key Oasis W/ Outdoor Pool + Screened Lanai!
9.8 Star Rating
Siesta Key Vacation Home
4 Bedroom(s) Sleeps 12 -- Pet Friendly
Casa Mahalo | Pet Friendly, Ping Pong Table, Private Heated Pool, Steps To Beach!
9.6 Star Rating
Siesta Key Vacation Home
4 Bedroom(s) Sleeps 12 -- Pet Friendly
Villa De Paradisio | Waterfront Home W/ Private Pool, Fishing Dock, Close To Beach & Villa
9.6 Star Rating
Siesta Key Vacation Home
4 Bedroom(s) Sleeps 12
Luxury Townhome With A Rooftop Deck! - Changing Channels
9.4 Star Rating
Siesta Key Vacation Home
4 Bedroom(s) Sleeps 10
Midnight Cove II 520 D: 2-Bedroom Townhouse Steps From Crescent Beach!
9.4 Star Rating
Siesta Key Condo
4 Bedroom(s) Sleeps 8
Private Gated Home In Siesta Village, Heated Pool & Pool Table - The Hideaway
9.8 Star Rating
Siesta Key Vacation Home
4 Bedroom(s) Sleeps 10
Siesta Key FamilyGetaway!!
10.0 Star Rating
Siesta Key Vacation Home
4 Bedroom(s) Sleeps 8 -- Pet Friendly
Completely Renovated \"Beach House On Siesta\"
10.0 Star Rating
Siesta Key Vacation Home
4 Bedroom(s) Sleeps 6 -- Pet Friendly
Latitude Adjustment | Waterfront Home W/ Private Heated Pool! Walk To Siesta Village & Bea
10.0 Star Rating
Siesta Key Vacation Home
4 Bedroom(s) Sleeps 10
Mid Century Lux- Pool / Canal House Walk To The Village
10.0 Star Rating
Siesta Key Vacation Home
4 Bedroom(s) Sleeps 6
Elegantly Decorated Home Located On A Quiet Cul-de-sac W/200 Feet Of Waterfront.
10.0 Star Rating
Siesta Key Vacation Home
4 Bedroom(s) Sleeps 8 -- Pet Friendly
The Blue Door-Luxury 4BD W/Full Gulf Views, Private Beach Access&walk To Town!
10.0 Star Rating
Siesta Key Vacation Home
4 Bedroom(s) Sleeps 10 -- Pet Friendly
Beach Palm Villa | Private Heated Pool, Fire Pit, Putting Green, & Spacious Outdoor Loungi
10.0 Star Rating
Siesta Key Vacation Home
4 Bedroom(s) Sleeps 12
? Island Escape | Home On Siesta Key W/ Private Heated Pool & Ping Pong Table!
9.6 Star Rating
Siesta Key Vacation Home
4 Bedroom(s) Sleeps 12
Luxury Awaits At Mainsail! Dock, Spa, Pool And Steps To Siesta Key Beach!
9.8 Star Rating
Siesta Key Vacation Home
4 Bedroom(s) Sleeps 10