
Family-Friendly rentals near Siesta Beach
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Top-rated family-friendly rentals near Siesta Beach
Guests agree: these stays are highly rated for location, cleanliness, and more.

❤️ 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

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.

Luxury 3B/3B waterfront home w/ pool + boat access
Escape to this luxurious 3BR/3BA Sarasota sanctuary! 5 minutes from Siesta Key, this Mid-Century Modern gem sits on a canal with direct Bay access (no bridges). Dive into the private pool & spa, lounge on the 1,000 sq ft porch, or relax inside on cozy furnishings. Includes a private dock, kayak/SUP/canoe, bikes, and a massive driveway for boat trailers. From the hanging bed swing to the gourmet kitchen, every detail is designed for your dream waterfront getaway. Your Florida paradise awaits!

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!

Beachwalk Townhouse with view of Gulf of Mexico
Townhouse with 1550 sq. ft. Private elevator, all new flooring, quartz countertops, sinks, faucets, shower. View of the Beach and Gulf of Mexico from Lanai and Master Bedroom. Only a few steps to Siesta Key Beach Heated Pool, garage, grill, all beach accessories. Relax on the lanai with a view of the beach/gulf or in the downstairs Florida room by the pool. Walking distance to the village of Siesta Key to the many restaurants and amenities. Have a relaxing stay on a wonderful island.

Comfy Siesta Key Condo
Ground floor 2 bedroom 2 bath condo in the heart of Siesta Key. Master suite with recently remodeled en suite bath. King bed in master. 2nd bedroom has a double bed and easy access to the full bath. Enjoy your morning coffee on the lanai before taking the easy walk Siesta Key private beach. Or just walk out the front door and spend the day at pool. Garage is stocked with beach and pool supplies like chairs, toys and a cooler. We have done some recent freshening up with new furniture.

Your Modern Beachside Getaway!
Search no more… we have it all! Enjoy this spectacular, newly remodeled beachside home in Siesta Key, equipped with a modern kitchen, hotel luxury pillow-top bed, and high-end finishes throughout! Amenities include private beach access (beachside 3 minute walk), pool access, patio, courtyard, BBQ, parking, and more. And the cherry on top, you’re right across the street for a plethora of restaurants, shops, and conveniences giving you everything you need to enjoy the best of Siesta Key!

Heated&Renovated Pool•Beach Retreat•15m to Siesta
Stay at one of Sarasota’s top-rated Airbnbs, perfectly centered between the ever famous Siesta Key and several other stunning beaches. Lounge by the newly renovated heated pool with upscale chaise lounge chairs, lush garden views, and a stylish patio with ample seating. Inside, enjoy a modern, beach vacation themed design with an open layout, fully stocked kitchen, fast WiFi, and Smart TVs in every bedroom. Your on-site Superhost is nearby but works full time and gives total privacy.

Pool, Shuffleboard, EV charg, Near beach, UTC mall
Welcome to Vistalodgings Vista Del Sol where families have fun ☀ 3 bedrooms: 1 king, 1 queen, 1 full, 1 twin bed and 2 full bathrooms ☀ Fully equipped kitchen: Keurig dual coffee maker, waffle maker, air fryer, electric kettle, blender, mixer, pots and pans ☀ Dining area for 8 ☀ Fast speed internet Wi-Fi ☀ Heated pool free of charge ☀ EV charger ☀ Shuffleboard, Pac-man arcade ☀ 5 Smart TVs with Disney Plus ☀ Bikes, beach chairs, umbrellas, cooler, beach toys ☀ Iron

Modern 4BR Home *Heated Pool & Spa*
Discover elegance in this centrally located Sarasota gem, featuring four bedrooms and two bathrooms to accommodate up to eight guests. Enjoy a laid-back vibe while lounging at Sarasota's beaches or immersing yourself in local attractions. Siesta Beach and Lido Beach are within easy reach at 7.6 and 6.4 miles respectively. Rest easy knowing commitment to cleanliness aligns with your travel priorities. Your serene vacation awaits in this beautifully adorned home. VR24-00265

Siesta Key Beach & Village 2BR/2BA Steps to Beach
This charming tropical 1,320 sq.ft. 2 bedroom 2 bath home is located in the heart of Siesta Key Village. You will be within a 2 minute walk to Siesta Key Beach and Siesta Village. With a beach house décor and equipped with 3 smart TVs, WIFI, cable, refrigerator, microwave, W/D, grill, beach chairs, toys for the kids, beach wagon, 1 queen bed, 2 twin beds and sleeper queen sofa. This private beach home has everything you need for a beach vacation. Local ownership.

Stylish & Bright: Steps to Beach ~ Pool ~ Hot Tub!
Escape to this colorful 2BR beachfront duplex in the heart of Siesta Key, just steps from the beach, restaurants, and local attractions. Enjoy modern comforts, a private cabana with a hot tub, and access to a shared pool—perfect for couples, families, and beach lovers. ☀ Shared pool ☀ Steps to the beach ☀ Pet-friendly ☀ BBQ area ☀ Private hot tub ☀ Pets allowed ☀ Wifi & Free parking Your perfect seaside escape awaits!
Popular amenities for family-friendly rentals near Siesta Beach
Family-friendly home rentals with a hot tub

Sun-filled cottage with pool, walk to beach

Sunny Paradise w/Pool&HotTub 5 min to Siesta Key!

LUXE home 6mi to Siesta w/ incredible pool area!

Private Heated Saltwater Pool & Spa 1 mi to Beach

The Blessing House- Htd Pool/Spa, Close to Beaches

Cozy Boho Bungalow Pool/Spa Downtown Sarasota

Minutes to Siesta! 4BR 2BT Heated Pool Fenced Yard

Near Siesta Key | Palm-Lit Nights, Pool & Spa
Family- and pet-friendly home rentals

The Sand Castle - Backyard Oasis Mins from Siesta!

Luxury Canal-Front Home + Heated Pool Near Beach

Oasis by Siesta Key Beach and Downtown SRQ w/pool

Mid-Century Modern, Pool, Mins to Siesta Key Beach

Rustic Sands - 650

Siesta Key, FL - Casa Berano

Charm Beach House

Siesta Key Luxury Penthouse, walk to Beach&Village
Family-friendly home rentals with a pool

Casa Bella Vita | Walk to Crescent Beach!

Beach Villa w Garage | Extra Space

Steps to Siesta Beach | Chic Studio / Pool & Patio

Siesta Key private pool house/ beach!

Pool & Sand Volleyball | 3 Kings | Near AMI & IMG

Huge Villa! Sunroom, Pool, Near Crescent Beach!

Bike to Beach Double King Suites, Pool & Mini Golf

Private Heated Pool Retreat for Two Families
Family-friendly home rentals with Wifi

Gulf Gate Dream 2bd 2ba Htd Pool Beaches Shopping

St Armands Mid Century Rad Pad with Pool

Heated pool & Infrared Sauna, 2 min to beach

Fun on Day Lane w/ Heated Pool

Breathtaking Beachfront Views in Siesta Key

Sleeps 10 | Pickleball | Pool | Tiki Bar | Games

Gertrude’s Siesta | Pool, Jacuzzi, 1 Min to Beach!

Sarasota Paradise/Stunning Home/Heated Pool
Quick stats about family-friendly rentals near Siesta Beach

Total vacation rentals
Explore 1,670 vacation rentals in Siesta Beach

Nightly prices starting at
Siesta Beach vacation rentals start at G$12,555 GYD per night before taxes and fees

Verified guest reviews
Over 21,240 verified reviews to help you choose

Pet-friendly vacation rentals
Find 170 rentals that welcome pets

Vacation rentals with a pool
1,430 properties feature pools

Rentals with dedicated workspaces
740 properties have a dedicated workspace

Wi-Fi availability
1,630 of Siesta Beach vacation rentals include wi-fi access

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

4.8 Average rating
Siesta Beach stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
- Rentals with a fire pit Siesta Beach
- Rentals with pools Siesta Beach
- Townhouse rentals Siesta Beach
- Beach house rentals Siesta Beach
- Rentals with breakfast Siesta Beach
- Rentals with a hot tub Siesta Beach
- Rentals with a patio Siesta Beach
- Rentals with a fireplace Siesta Beach
- Rentals with a kayak Siesta Beach
- Condo rentals Siesta Beach
- Rentals with an EV charger Siesta Beach
- Beachfront rentals Siesta Beach
- Rentals with outdoor seating Siesta Beach
- House rentals Siesta Beach
- Fitness-friendly rentals Siesta Beach
- Rentals with lake access Siesta Beach
- Villa rentals Siesta Beach
- Pet-friendly rentals Siesta Beach
- Rentals with a washer and dryer Siesta Beach
- Cottage rentals Siesta Beach
- Luxury rentals Siesta Beach
- Waterfront rentals Siesta Beach
- Apartment rentals Siesta Beach
- Rentals with beach access Siesta Beach
- Family-friendly rentals Sarasota County
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