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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 .
For Pricing & Rates, follow the "Search Availability" or "View Rental" button, which will take you directly on our partner website.......All bookings are securely completed on our partners website!
10.0 Star Rating
Holiday Sunshine Savings: Luxurious Waterfront Retreat Minutes From Beach
Vacation Home in Siesta Key
4 Bedrooms -- Sleeps 8
8.4 Star Rating
Beachfront 4br Home On Siesta Key W/ Sunset Views
Vacation Home in Siesta Key
4 Bedrooms -- Sleeps 12 -- Pet Friendly 
10.0 Star Rating
Doveplum 112- 4 Bedroom/3.5 Bath Beachfront Townhouse !
Vacation Home in Siesta Key
4 Bedrooms -- Sleeps 8
10.0 Star Rating
7 Minute Walk To Siesta Key Beach. Large Heated Pool/spa. Very Private.1/2 Acre
Vacation Home in Siesta Key
4 Bedrooms -- Sleeps 10 -- Pet Friendly
9.6 Star Rating
Walkable To Siesta Key Village, Saltwater Pool/spa, Bbq, Pond Views, Bike To Beach In 6 Mi
Vacation Home in Siesta Key
4 Bedrooms -- Sleeps 8 -- Pet Friendly
9.4 Star Rating
Siesta Dolce | Private Pool, Kayaks And Putting Green
Vacation Home in Siesta Key
4 Bedrooms -- Sleeps 8 -- Pet Friendly
9.8 Star Rating
Siesta Key Retreat Sarasota Florida
Vacation Home in Siesta Key
4 Bedrooms -- Sleeps 12
10.0 Star Rating
Siesta Key Heated Pool Home. Walk To Beach/village. Check Our Monthly Rate!
Vacation Home in Siesta Key
4 Bedrooms -- Sleeps 8 -- Pet Friendly
9.2 Star Rating
Casa Leone | Heated Pool & Spa, Pet Friendly, Putting Green
Vacation Home in Siesta Key
4 Bedrooms -- Sleeps 10 -- Pet Friendly
9.6 Star Rating
Gertrudes Siesta Village Properties - Short Walk To Siesta's Best Beaches!
Vacation Home in Siesta Key
4 Bedrooms -- Sleeps 12 -- Pet Friendly
9.6 Star Rating
Newly Renovated Large 4br W/ Pool - Walk To Gated Beach
Vacation Home in Siesta Key
4 Bedrooms -- Sleeps 10
9.8 Star Rating
At Sun Sea Terrace | Luxury Siesta Key Condo W/ Heated Pool, Short Walk To Beach And Villa
Vacation Home in Siesta Key
4 Bedrooms -- Sleeps 8
10.0 Star Rating
Hidden Treasure | Located On Siesta Key W/ Private Heated Pool/hot Tub & Spacious Outdoor
Vacation Home in Siesta Key
4 Bedrooms -- Sleeps 8
10.0 Star Rating
Private Canal Home , Short Walk To Siesta Key Beach
Vacation Home in Siesta Key
4 Bedrooms -- Sleeps 8
8.8 Star Rating
Beachview 4br W/ Private Pool & Rooftop Deck
Vacation Home in Siesta Key
4 Bedrooms -- Sleeps 10
10.0 Star Rating
Sunburst Courtyard | Canal Front Home With Private Heated Pool & Spa
Vacation Home in Siesta Key
4 Bedrooms -- Sleeps 12 -- Pet Friendly
9.0 Star Rating
Serenity Siesta/old Florida Feel/sandy Beach/gulf In The Backyard
Vacation Home in Siesta Key
4 Bedrooms -- Sleeps 8
9.8 Star Rating
Siesta Soul | Multilevel Home Located In Siesta Key Village W/ Private Pool, Fire Pit, Wal
Vacation Home in Siesta Key
4 Bedrooms -- Sleeps 8
9.4 Star Rating
Luxury Home W/ Heated Pool And Private Beach Access
Vacation Home in Siesta Key
4 Bedrooms -- Sleeps 11
10.0 Star Rating
Gertrude's Siesta | 6 Terraces, Rooftop, Pool, 1-min To Beach And Village!
Vacation Home in Siesta Key
4 Bedrooms -- Sleeps 13 -- Pet Friendly
10.0 Star Rating
Palm Island Estate: Mediterranean Luxury W/ Pool & Private Canal Access
Vacation Home in Siesta Key
4 Bedrooms -- Sleeps 8
9.8 Star Rating
Gertrude's Siesta | 6 Terraces, Rooftop, Pool, 1-min To Beach And Village!
Vacation Home in Siesta Key
4 Bedrooms -- Sleeps 13 -- Pet Friendly
9.8 Star Rating
A Private Secluded Retreat In Great Neighborhood -sleeps 8 Near Beach
Vacation Home in Siesta Key
4 Bedrooms -- Sleeps 8
10.0 Star Rating
4 Bedroom Pool Home Siesta Key
Vacation Home in Siesta Key
4 Bedrooms -- Sleeps 8
9.8 Star Rating
Breezy Siesta Key Condo W/ Bay Views & Pool!
Condo in Siesta Key
4 Bedrooms -- Sleeps 7
9.2 Star Rating
Siesta Key Beach Hideaway
Vacation Home in Siesta Key
4 Bedrooms -- Sleeps 12
10.0 Star Rating
The Sun Dial | Waterfront Pool Home + Walk To Beach
Vacation Home in Siesta Key
4 Bedrooms -- Sleeps 12 -- Pet Friendly
9.6 Star Rating
Beachfront 4br Home On Siesta Key W/ Sunset Views
Vacation Home in Siesta Key
4 Bedrooms -- Sleeps 12 -- Pet Friendly
8.8 Star Rating
Spacious Siesta Key Canal Front W/ Large Heated Pool
Vacation Home in Siesta Key
4 Bedrooms -- Sleeps 10 -- Pet Friendly
9.6 Star Rating
? Crescent Cottage | Private Pool, Pet Friendly, Walk To Crescent Beach
Vacation Home in Siesta Key
4 Bedrooms -- Sleeps 10 -- Pet Friendly
10.0 Star Rating
Villa Champagne | Private Pool, Walk To Siesta Key Beach And Island Living
Vacation Home in Siesta Key
4 Bedrooms -- Sleeps 8 -- Pet Friendly
9.8 Star Rating
Siesta Key Oasis W/ Outdoor Pool + Screened Lanai!
Vacation Home in Siesta Key
4 Bedrooms -- Sleeps 12 -- Pet Friendly
9.6 Star Rating
Casa Mahalo | Pet Friendly, Ping Pong Table, Private Heated Pool, Steps To Beach
Vacation Home in Siesta Key
4 Bedrooms -- Sleeps 12 -- Pet Friendly
9.6 Star Rating
Luxury Townhome With A Rooftop Deck! - Changing Channels
Vacation Home in Siesta Key
4 Bedrooms -- Sleeps 10
9.6 Star Rating
Midnight Cove Ii 520 D: 2-bedroom Townhouse Steps From Crescent Beach!
Condo in Siesta Key
4 Bedrooms -- Sleeps 8
9.8 Star Rating
Private Gated Home In Siesta Village, Heated Pool & Pool Table - The Hideaway
Vacation Home in Siesta Key
4 Bedrooms -- Sleeps 10
10.0 Star Rating
Siesta Key Familygetaway!!
Vacation Home in Siesta Key
4 Bedrooms -- Sleeps 8 -- Pet Friendly
10.0 Star Rating
? Latitude Adjustment | Private Heated Pool + Walk To Siesta Key Beach
Vacation Home in Siesta Key
4 Bedrooms -- Sleeps 10
10.0 Star Rating
Oasis With Heated Pool
Vacation Home in Siesta Key
4 Bedrooms -- Sleeps 10
10.0 Star Rating
Mid Century Lux- Pool / Canal House Walk To The Village
Vacation Home in Siesta Key
4 Bedrooms -- Sleeps 6
10.0 Star Rating
Peaceful, Siesta Keywaterfront Home, Elegantly Decorated, Ideal For Families.
Vacation Home in Siesta Key
4 Bedrooms -- Sleeps 8 -- Pet Friendly
10.0 Star Rating
The Blue Door-luxury 4bd W/full Gulf Views, Private Beach Access&walk To Town!
Vacation Home in Siesta Key
4 Bedrooms -- Sleeps 10 -- Pet Friendly
10.0 Star Rating
Beach Palm Villa | Private Heated Pool, Fire Pit, Putting Green, & Spacious Outdoor Loungi
Vacation Home in Siesta Key
4 Bedrooms -- Sleeps 12
9.8 Star Rating
? Island Escape | Home On Siesta Key W/ Private Heated Pool & Ping Pong Table!
Vacation Home in Siesta Key
4 Bedrooms -- Sleeps 12
9.0 Star Rating
Majestic Beachside Retreat ~ Pool ~ Hot Tubs ~ Bbq
Vacation Home in Siesta Key
4 Bedrooms -- Sleeps 20 -- Pet Friendly
10.0 Star Rating
Relaxing Canal Home, Just 2 Blocks From Beach!
Vacation Home in Siesta Key
4 Bedrooms -- Sleeps 8
9.0 Star Rating
Siesta Key Townhouse W/ Boat Dock & 2 Kayaks
Vacation Home in Siesta Key
4 Bedrooms -- Sleeps 8
Luxury 4br Home With Private Pool Siesta Key
Vacation Home in Siesta Key
4 Bedrooms -- Sleeps 8