
Vacation rentals with a patio in Siesta Key
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Top-rated accommodations with an outdoor patio in Siesta Key
Guests agree: these accommodations with an outdoor patio are highly rated for location, cleanliness, and more.

The Honeymoon Suite on Siesta Key Beach
This is a recently renovated honeymoon suite located directly across from the big end of Siesta Key. It is an elegant ground floor pool unit. This unit is equip with marble countertops, tigers eye, lapis lazuli tables, bladeless ceiling fan, alabaster lighting and giant TVs. All of the appliances are stainless/smart and the microwave can cook steaks. There is a gym. The geographic location on the key can not be beat! There is a floating television over the California King luxury memory foam bed.

FlipFlopsOn III • ½ Mile Siesta Key • Walk to Bay
Experience life 4 blocks from the Gulf, ½ mile to Siesta Key — America’s #1 Beach. With effortless access to Sarasota’s dining & arts scene, Siesta’s white sand beaches, St. Armand’s, & Gulf Coast adventure! 2BR boutique bungalow • Sleeps 6 • 4 beds Situated in the coveted Coastal District (‘West of Trail’) — chef kitchen, beach gear, Smart TVs, marble spa bath, laundry, fast Wi-Fi. Grill lobster under stars, unwind in your tropical garden, & walk palm lanes to cafes, and waterfront sunsets.

Sun-filled cottage with pool, walk to beach
Welcome to Palm Cottage. Our space is the perfect cozy getaway for any time of year. Recently renovated three bedrooms and one bathroom make this the perfect spot for two couples or a family. The private backyard includes a brand new pool with a hot tub and a sun shelf, as well as outdoor dining area and fire table. Enjoy a leisurely stroll to Siesta Key to play at the beach or grab a meal at one of the many restaurants. Home includes two bikes and all the gear you need for a day at the beach.

The Sand Castle - Backyard Oasis Mins from Siesta!
*UPDATED!* Your family will feel at home in this spacious home that has it all! With a gorgeous backyard, alluring HEATED pool, tropical tiki bar, ping pong and other lawn games, cozy and comfortable rooms, and a kitchen stocked with everything you need to prepare meals for many... you will be more than comfortable here! The location is super convenient- minutes from Siesta Key, downtown Sarasota, and every grocery store and restaurant you could ever want! Please message me if bringing 2+ pets

The Mango House Beach Cottage
Our cozy boho beach cottage, The Mango House is the perfect place for a couple or small family to relax and enjoy all the best Sarasota amenities. It’s conveniently located right between both Siesta Key entrances, walking distance to restaurants, grocery stores, Trader Joe’s, gym and a block from the popular Walt’s Fish Market. This gorgeous bungalow is the front house of a duplex on a large lot with plenty of cozy private outdoor space to relax and take in all the wonderful Florida weather!

The Bradford Cottage/Heated Pool /Mins to Siesta
If you are looking for a cozy retreat in a safe and private neighborhood than look no further! From the minute you step inside this immaculate private residence you will feel right at home. With a beautiful open floor plan with plenty of room to spread out, natural light that pours in every room and a spacious back porch overlooking the heated pool this is the perfect place to unwind and relax. Minutes from the #1 rated Siesta Key beach and downtown Sarasota you are in the middle of it all!

❤️ Hidden Gem steps away from #1 beach 🏖 Siesta Key
Welcome to beautiful Siesta Key, the #1 beach in the country! Gorgeous newly renovated one bedroom condo within a 5 min walk to the powdery white sandy beach and stunning sunsets. Also next to restaurants, bars, kayak & jet ski rentals, and much more! Contact for monthly rentals available. Experience this modern oasis: • Chic Living Room • Quartz Kitchen Countertops • King Size Mattress • Beach gear • Wifi • Private Parking • Smart TVs • Screened-in Patio • Coin Laundry room on premises

3bed/2bath Townhouse with Pool & close to Beach
Enjoy the convenience of being 350ft (1 minute walk) from beach access #13: bring chairs, umbrella, toys and everything else you need but be back home in no-time for meals, restroom break, enjoy the pool or to take a nice siesta. The outdoor entertainment area offers pool, ping-pong table, comfortable sitting area with TV, dining table and a plus size charcoal grill. Close proximity to dining and entertainment: Captain Curt’s, Crescent Club, Tiki Bar, Lenz Pizza, Daiquiri Deck and more.

Oceans2
This condo is set in the perfect location between the beach and the bay! Soak up the sun at the heated pool, enjoy the tiki hut, or try your luck on the fishing pier, all while viewing the boats on the intercoastal as they pass by. Included is a private deeded beach access that is an easy 5 min walk . Hop on the free trolley right outside your door to go to Siesta Key Village with plenty of restaurants, bars and shops only .5 miles away. Boat slip available for up to 24' .

Palm Bay Club! Resort Living on Siesta Key!
Meticulously Renovated Oversized, 2 Bedroom 2 Bath, Beach to Bay unit! Walk to the Famous Siesta Key beach, voted #1 beach in the US, with the worlds softest sand! This complex spans from the magnificent Bay with yachts and boats to the private beach with free access to Chairs and loungers, Cabanas are available to rent. Nearby Siesta Key Village has great shopping and restaurants. Access to free transportation around the island is right outside your door.

Coastal Getaway *With Bikes & NEW Saltwater Pool*
Just outside of Downtown near the Legacy Trail, this home is located in a quiet neighborhood only 15 minutes from the Siesta Key Beach. The home stands out with its bright and airy design, brand new saltwater pool in the private backyard, and its breezy living room. The large master bathroom rain shower is perfect to wash off the leftover sand from the beach. You can also spend your evenings grilling out back or playing corn hole in the patio area.

Heated pool & Infrared Sauna, 2 min to beach
Our 3-story home offers privacy for multiple families and is just 1 mile from Siesta Key Beach. Call the free shuttle for a quick ride to the Village for shopping and dining. Enjoy TVs in every bedroom, a full kitchen, laundry room, infrared sauna, and beach chairs. Two bedrooms have private baths. Relax in the heated pool and covered outdoor dining area while watching the game, surrounded by palm trees and salty air. SunfishBeachSiesta awaits!
Popular amenities for Siesta Key accommodations with an outdoor patio
Apartment rentals with a patio

Cozy Coastal Getaway 2 min Walk to Beach & Village

Early Chkin, Elevator-4th fl 2mins-DT, 7mins-Airpt

Sweet Retreat at Shorewalk!

Lido Key FL Studio/Efficiency 5

Seahorse Suite Bradenton Hideaway

New Modern Longboat Key*5 Steps to Sand*Heatd Pool

Garden Condo w/ Heated Pool Near Siesta Key | 1BR

Siesta Sunset Townhouse
House rentals with an outdoor patio

Sarasota Gem Close to Siesta Key

Saltwater heated pool w/ massage chair + hot tub

Location! Minutes to Siesta Key Beaches. Spa Oasis

Luxury Sport Vacation Pool House-Downtown Sarasota

1 House 1400sq. ft. 12 min from Siesta Key!

Oasis by Siesta Key Beach and Downtown SRQ w/pool

Ben's Bungalow | 8 min to Siesta Key | Gigabit Wifi

New Villa on Siesta Key! Pool & Walkable to Beach
Condo rentals with a patio

Bayside Sunrise Cottage on Siesta Key!

Short walk to beach 4, King bed, Dog Friendly

Lovely 2-Bedroom Condo, 7 min from Siesta Beach

Beach Escape & Pool, steps to Beach & restaurants

Minutes to AMI • Walk to Beach & Bay

A&A's Paradise near IMG & Anna Maria beaches

KING Bed + Anna Maria Island Beaches + Beach Gear!

Lanai w/ Pool Views • Minutes to Siesta Key
When is the best time to visit Siesta Key?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $363 CAD | $476 CAD | $510 CAD | $453 CAD | $351 CAD | $356 CAD | $367 CAD | $321 CAD | $284 CAD | $302 CAD | $331 CAD | $374 CAD |
| Avg. temp | 16 °C | 18 °C | 20 °C | 22 °C | 25 °C | 27 °C | 28 °C | 28 °C | 27 °C | 24 °C | 20 °C | 18 °C |
Quick stats about vacation rentals with a patio in Siesta Key

Total vacation rentals
Explore 1,360 vacation rentals in Siesta Key

Nightly prices starting at
Siesta Key vacation rentals start at $95 CAD per night before taxes and fees

Verified guest reviews
Over 28,960 verified reviews to help you choose

Family-friendly vacation rentals
1,120 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 310 rentals that welcome pets

Vacation rentals with a pool
1,130 properties feature pools

Rentals with dedicated workspaces
760 properties have a dedicated workspace

Wifi availability
1,350 of Siesta Key vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Siesta Key rentals

4.8 Average rating
Siesta Key stays are highly rated by guests—averaging 4.8 out of 5!
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- Rentals with a patio Sarasota County
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- Anna Maria Island
- Siesta Beach
- Crescent Beach
- Raymond James Stadium
- John's Pass
- Turtle Beach
- Coquina Beach
- Vinoy Park
- Caspersen Beach
- Lido Key Beach
- Amalie Arena
- Cortez Beach
- Bean Point Beach
- Anna Maria Public Beach
- Jannus Live
- Manasota Key Beach
- River Strand Golf and Country Club
- Englewood Beach
- North Beach At Fort DeSoto Park
- Splash Harbour Water Park
- The Don CeSar
- Gulfport Beach Recreation Area
- Myakka River State Park
- Lakewood National Golf Club




