
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.

[Beach Retreat] modern condo +5 min. walk to beach
5 min walk to beach and bikes onsite to rent.. Relax and recharge at this beautiful modern two bedroom Siesta Key condo. This is a fully remodeled second floor end unit with no unit above. The open layout provides excellent light throughout. Wonderful tile wood floors and a private screened in patio to sip your morning coffee. The warm sun and white sand beach awaits... beach gear (2chairs, towels, beach wagon)included complimentary -plus 2 beach cruisers to rent ($40 each per stay)

Steps to Siesta Key Beach! Sunset Balcony Views!
This beautifully appointed 2-bedroom, 1-bath condo (Sleeps 6) is centrally located directly across from the world-famous "sugar-white sands" of Siesta Key Beach. Unit 205 offers a perfect location with spectacular Gulf of Mexico sunsets from your private balcony. Enjoy a covered parking spot. The master suite has a King bed, a second bedroom with two twin beds, and a pull-out sofa in the living area. Nearby find rentals for bikes, scooters, water sports, parasailing, fishing, sunset cruise.

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!

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.

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. *Brand new pool* VR24-00265

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!

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.

Luxury Canal-Front Home + Heated Pool Near Beach
This is a thoughtfully renovated canal-front residence near Siesta Beach. A private pool and screened patio offer a refined and tranquil retreat with direct canal views. Bright interiors and carefully curated details create an atmosphere of timeless, understated luxury. Just an 8-minute walk from the world-famous beach, yet surrounded by complete peace and privacy. This home is designed for guests who appreciate discreet luxury and elevated comfort.

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!

On the Beach; Siesta Key SunBum Studio
Welcome back to paradise ! STEPS to your private beach without the tricks or gimmicks found elsewhere on the Siesta Key. This is the only studio in the Palm Bay Club tower on ground level with breathtaking views of the white sand and gulf waters. The Palm Bay Club offers 2 pools, hot tub, gym, boat docks, fishing pier, outdoor grills, tennis/pickle ball courts; not to mention FREE parking+ beach lounge chairs.

Beach, Village, Dock & Private Pool! One-of-a-kind
Rad’s Cozy Cottage – Siesta Key Private Home. Enjoy a heated saltwater pool, canal-front dock, and putting green at this one-of-a-kind tropical getaway. Steps from Siesta Village (shops, restaurants, nightlife) and the powdery-white sands of Siesta Key Beach. Fully updated 2BR/1.5BA cottage with modern kitchen, AC, Wi-Fi, and washer/dryer. Sleeps 6 (king + 2 twins + sofa). Book your island paradise!
Popular amenities for family-friendly rentals near Siesta Beach
Family-friendly home rentals with a hot tub

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

Relax+ Jacuzzi | 9 Min to Siesta Key Beach

Backyard Oasis, Htd Pool/Hot Tub, Beaches, No Fees

Private Heated Saltwater Pool & Spa 1 mi to Beach

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

St Armand's Mid-Century Oasis

Cozy Boho Bungalow Pool/Spa Downtown Sarasota

Minutes to Siesta! 4BR 2BT Heated Pool Fenced Yard
Family- and pet-friendly home rentals

Retreat by the Bay-Heated Saltwater Pool

Sea Esta | Private Saltwater POOL + Putting Green!

The Sand Castle - Backyard Oasis Mins from Siesta!

Siesta Serenity ~ Pool/Waterslide/Waterfront

Oasis by Siesta Key Beach and Downtown SRQ w/pool

Stunning New 3 bed 3 bath pool home by Siesta Key!

Rustic Sands - 650

NEW - Pool - Near Beaches -Sleeps 14 - Mini Golf
Family-friendly home rentals with a pool

Casa Bella Vita | Walk to Crescent Beach!

Beach Villa w Garage | Extra Space

The Palms Away

4BR Waterfront Retreat - Hot Tub, Dock, Pool

Modern Home Heated Pool near Siesta & Downtown

Heated pool & Infrared Sauna, 2 min to beach

Siesta Key private pool house/ beach!

House of Peace oasis,heated pool, pool table, fire
Family-friendly home rentals with Wifi

Luxury 3/3 with Heated Pool, Spa, & Putting Green!

Paradise on Prospect w/ Htd Saltwater Pool

Modern 4bd | Heated Pool | Hot Tub + Studio Suite!

Luxury Waterfront Home in Sarasota w/ Pool & Dock

Family Fun•POOL•Sleep 14•Game•SRQ, Ami &Beaches

Resort Home: Pool, Pickleball, Playset, Mini Golf

New! Pickleball, Heated Pool, Game Room, Fire Pit

The Ashton Retreat
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$12,549 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
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- Family-friendly rentals Sarasota County
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