
Holiday rentals with a patio in Siesta Key
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Top-rated rentals with patio in Siesta Key
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❤️ Hidden Gem steps away from #1 beach 🏖 Siesta Key
Welcome to Mi Casa Siesta on 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

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.

House of Peace oasis,heated pool, pool table, fire
Relax with the whole family at this peaceful place to stay. Embark on a serene journey in Sarasota at the House of Peace, a charming 3-bedroom, 3-bathroom haven situated just 3 miles from the captivating Siesta Key. Designed to accommodate both brief retreats and extended stays, this home, with its 6 comfortable beds, stands as an idyllic sanctuary for relaxation and peace. The home offers an inground pool that can be heated (for additional fee), a backyard oasis, a pool table, and so much more!

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

Siesta Beachfront Suite
Beach front, Beach view, private beach access makes Siesta Beach Front Suite your island visit a memory of a lifetime! Enjoy a beachfront home with direct beach access, this location will wow you! Nestled in a 7 unit private beach front location you will enjoy the very private beach experience few can imagine. This ground floor unit gives you beach access, beach views, plus your an easy 3 block walk to Siesta Village. Park at your front door walk to the #1 Beach in America out your back door!

NO Stairs, Siesta beachfront. Walk to the village!
Welcome to your own private getaway directly on Siesta Beach! This ground floor unit is just steps from the powdery sands of Siesta Key. NO STAIRS Enjoy the updated bathroom with quartz countertops, new fixtures, paint, new furnishings, and décor. You literally walk out your door and directly onto the beautiful, fine, powdery white sand of Siesta Key Beach. Private Paradise directly on the white powdery sand of Siesta Key! 2 bedrooms 1.5 bathroom beachfront home with Gulf views that sleeps 6.

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!

Private Pool - Walk to Siesta Key Beach & Village!
✨ Private Pool Oasis – 2 Blocks to Siesta Key Beach! ✨ Escape to island living at its best in this 3BR/2BA Siesta Key retreat - just a quick stroll to the #1 beach in the U.S. and a short walk to the Village’s shops, dining, and nightlife. Enjoy your completely private pool, sunny patio with loungers, and peaceful canal views. Inside, relax with fast Wi-Fi, Smart TVs, and spacious sleeping for 6. With a 3-car driveway and keyless entry, your beach getaway is effortless from start to finish.

Seashell Bungalow, heated pool, beach, kayaks
Adorable 2/2 1400 sq foot home with large tropical backyard and enclosed private patio/pool area. Centrally located and only 1 mile to south Siesta Key with access to beaches. Quiet neighborhood great for walking. Walk down to the intercostal and watch the sunset or fish off the nearby sea wall. Shops, restaurants, attractions at your fingertips. 1 well mannered dog with prior owner approval and paid pet fee. (pet fee is $125) Come enjoy the Seashell Bungalow and our beautiful weather!

The Palms Away
This special place is close to everything, making it easy to plan your visit. 1 mile to Siesta Key. Built in the 50's but totally renovated to today standard's. Heated swimming pool, but if the water gets to hot the heater will also cool the pool. Very close to shopping. Large deck with view to tropical garden and waterfall. Gas fire pit with built in seating. Small putting green and Corn-hole game are available for your use. 5 TV's with wi-fi. A Gazebo with plenty of sitting area.

Pool Courtyard, patio w/ fire pit, 2 mls downtown
Enjoy this unique courtyard-style Spanish colonial home just steps to Sarasota Bay and 2 miles from downtown. The property consists of a 2 bed / 1 bath main house AND a detached studio. Everything pictured is yours to enjoy, nothing is shared. The houses are separated by a quaint & private pool courtyard w/ outdoor shower. Capture a photo of the local peacocks, eat fresh mangos from the yard, catch a sunset over the bay, or enjoy the sun by the pool listening to the Zen fountains.

[escape to paradise] siesta key beach getaway
Walk to siesta beach from this stylish village house. Perfect for couples & group trips. The home is in a central location on Siesta key. Walking distance to Siesta Key village and beach access 7 (1/2 mile). Enjoy the oversized private patio and with garden views or hop on a bike to siesta beach in less than 5 minutes. Both Siesta Key village and Beach access 7 are less than 1/2 mile from the home. Bikes available onsite ($40 per bike per stay) Pet fee $95
Popular amenities for rentals with patio in Siesta Key
Flat 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

Minutes to Siesta or DT w/heated pool and Hot Tub

Seahorse Suite Bradenton Hideaway

Siesta Sunset Townhouse

2 BR Beachy Speakeasy | Rooftop Deck | Lido Beach
House rentals with a patio

Near Legacy Trail, Family Friendly, Heated pool

New modern home, minutes from Siesta Key beach!

Cottage by the Coast 6 min to Siesta Beach!

Oasis by Siesta Key Beach and Downtown SRQ w/pool

Siesta Key Retreat 1mi to Beach!

Siesta Sands 1 Mile to Beach

St Armand's Mid-Century Oasis

Cozy Boho Bungalow Pool/Spa QR Code Walkthrough
Apartment rentals with a patio

Sunny 2nd-Floor Condo w/ Heated Pool | 1BR

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

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

KING Bed + Anna Maria Island Beaches + Beach Gear!

Vitamin Sea Escape: Open Wednesday, $225/nt+Fees!
When is the best time to visit Siesta Key?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $341 SGD | $447 SGD | $479 SGD | $426 SGD | $330 SGD | $335 SGD | $345 SGD | $302 SGD | $267 SGD | $284 SGD | $311 SGD | $352 SGD |
| 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 holiday rentals with a patio in Siesta Key

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

Nightly prices starting at
Siesta Key holiday rentals start at $89 SGD per night before taxes and fees

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

Family-friendly holiday rentals
1,120 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 310 rentals that welcome pets

Holiday 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 holiday 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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- 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
- Tampa Convention Center
- The Don CeSar
- Lakewood National Golf Club
- Myakka River State Park




