
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.

The Bahia. Wellness House heated pool, spa, sauna
One-of-a-kind Sarasota wellness house retreat! This 4BR/2.5BA toxin-free home is minutes from Downtown, Lido Beach & Siesta Key, steps from the Legacy Trail, and near Pinecraft. Enjoy organic cotton & bamboo linens, toxin-free kitchen cookware and utensils and complete house RO system. Relax in private wellness garage w/ gym, infrared sauna & cold plunge- unwind by the brand-new pool & spa. Upstairs themed bedrooms and a music lounge with vinyl & karaoke—perfect for a complete family experience.

Bike to Beach Double King Suites, Pool & Mini Golf
Escape to the Salt & Sol House- a luxe coastal boho getaway just minutes from the white sands of world class Siesta Key Beach. This newly designed vacation rental offers everything for your perfect Florida escape. Enjoy indoor outdoor living, a heated pool, private putting green, bikes for exploring, hammocks in the shade, and twinkling string lights that create unforgettable evenings. Experience pure relaxation with resort-style amenities and luxury in paradise. BONUS: We are pet-friendly!

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.

The Marlin: Heated Pool, 4 Houses to Beach
This apartment is a 2nd story unit with vaulted ceilings in the living room and an open floor plan that sleeps 2 with a maximum of 4 people. The bed makeup in this rental is a king bed in the master and a queen size sofa sleeper. This rental is great for longer stays or guests who like to cook since you have a full kitchen and all the items to cook any meal. There is also a washer/dryer in the apartment private for your use. Beach chairs and umbrellas are supplied to you at no charge.

Your private retreat near Siesta Key Beach.
Completely Remodeled Private Retreat. COME RELAX, UNWIND, AND MAKE LASTING MEMORIES! From the moment you arrive, you’ll feel the calm, welcoming atmosphere that makes this property stand out. This spacious 3brm 2-bath features an amazing heated pool, a private backyard, and stylish finishes throughout. Whether you’re lounging by the heated pool, enjoying meals in the bright open-concept living space, or exploring the nearby beaches this home is perfect for an unforgettable vacation

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. If we are booked check out our additional units under our profile.

Family Friendly w/Free Heated Pool Near Beach
Welcome to Vistalodgings Villa 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

Beach Rd, 300ft to Beach Access & 500ft to Village
Known for its quartz sand and crystal clear waters, the beaches of Siesta Keys are ranked No. 2 in the U.S. and No. 9 globally as one of the best travel destinations in 2024. Siesta Key, a barrier island in the Gulf of Mexico, is less than a 30 min drive from SRQ Airport. This vacation rental is one of a few hand-selected options brought to you by Siesta Key Dreams. With Beach and Village walkability, we are confident that this space will cultivate unforgettable memories.

The Blessing House- Htd Pool/Spa, Close to Beaches
Welcome to The Blessing House! This home has been beautifully renovated, designed & curated for you to be rejuvenated, relaxed & inspired during your stay. You will love the heated pool & spa, the spacious lanai with plant wall, the fresh and bright design, and the amazing location of this house. The Blessing House is only a 15 min drive to Lido Key Beach & Siesta Key Beach, tons of shops & restaurants and the lovely Arlington Park is only about a 7-10 min walk away.

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.

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!

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.
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!

JULY AVAIL! Sarasota #1 Luxury Villa w/PRIV BEACH!

St Armand's Mid-Century Oasis

Cozy Boho Bungalow Pool/Spa QR Code Walkthrough

Spring into adventure*HTD Pool*Hot Tub*Fire Pit

Quaint Cottage,150 steps away from Crescent Beach!

The Wisteria Oasis W/swings, heated pool & hot tub

Colorful & Comfy Beach Gem: ~ Pool ~ Hot Tub ~ BBQ
Family- and pet-friendly home rentals

"The Nest" Luxury 3BR, Heated Pool, Near SK Beach!

Sea Esta | Private Saltwater POOL + Putting Green!

White Bird of Paradise • Private Pool Oasis

Coastal Luxe, SaltPool/heatSpa, 5 miles to Siesta

Siesta Serenity ~ Pool/Waterslide/Waterfront

Siesta Key, FL - Casa Berano

Villa Fiesta Located In The Heart of SK Village

Lovely Siesta Key house near beach w/ heated pool
Family-friendly home rentals with a pool

Siesta Key - Private Beach Access - 2BR Retreat

Chic Siesta Retreat – Pool, Hot Tub & Water Views

Siesta Key Spacious, Modern 2 bed, 2 bath condo

Paradise In Siesta!

North Water View - Residence 310

House of Peace oasis,heated pool, pool table, fire

Walk to Siesta Village, Heated Saltwater Pool

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

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

The Palms Away

FlipFlopsOn III • ½ Mile Siesta Key • Walk to Bay

Cozy Venice Retreat w/ Private Pool • Near Beach

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

Beachfront 180-Degree View, Walk to Village!

1 min walk to Siesta Beach | Free Bikes & Boards!

Siesta Sunset Townhouse
Quick stats about family-friendly rentals near Siesta Beach

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

Nightly prices starting at
Siesta Beach holiday rentals start at $84 AUD per night before taxes and fees

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

Pet-friendly accommodation
Find 170 rentals that welcome pets

Holiday 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 holiday 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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