
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 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.

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!

Sweet, pet friendly Siesta Suite
Sweet spot with the best of both Sarasota and Siesta Key - your private oasis for relaxing and rejuvenating. Whether you choose to chill or find adventure it is all within reach! Siesta Key beaches, Village with shops, restaurants, and bars; Sarasota culture, arts, and entertainment; quaint Gulf Gate shops and eateries ...the possibilities truly are endless. Regardless of how you choose to spend your time here, you will be sure to create lasting memories to share and leave wanting more.

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!

❤️ 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

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.

Beachfront Resort, Ocean View, Pool, Tennis, Gym
Beachfront on beautiful Longboat Key, this condominium offers all the amenities of a resort with the privacy and seclusion that has Silver Sands Beach Resort guests returning each year. Enjoy a coffee on your private patio looking at the Gulf and the beach. Relax on our private beach, walk on our soft white sand, take a dip in our heated beachside pool, or enjoy complimentary chaise lounges and beach umbrellas while breathing in the fresh air. You can't get closer to the beach.

Cozy Studio - quick walk to #1 Siesta Key Beach!
Recently renovated and updated! Adorable studio just steps from Siesta Key Village, and a quick walk to the beach. Spend your day exploring the key, swimming in the ocean, and experiencing the local restaurants and shops. Enjoy coffee in the mornings on the patio, and use the available bikes to catch a beautiful sunset each night. **Please note: - No excessive noise or Parties/Events will be allowed** - No Smoking inside the unit** - Quiet hours from 10 PM to 7 AM**

Sea Shell Ocean View On Beach Walk Everywhere Pool
Enjoy ocean views in this 2 bed 2 bath spacious beach side 4th floor condo at Sea Shell Updated coastal decor across from Capt Curts, restaurants, grocery, coffee, ice cream Easy to WALK everywhere No car needed Perfect location Great for families Sleeps 6- 1 king & 2 queens & walk in closets Balcony with GULF views Private beach steps away from bldg. Free beach loungers. POOL Siesta Beach #1 in US Quick Wifi Superhost- 325+ reviews that ave FIVE STAR!

Siesta Key Beach Front Condo
Located at CRESCENT ROYALE CONDOMINIUMS - one of the finest gated communities on Siesta Key. Large HEATED outdoor pool - this 2 bedroom/2 bath PRIVATELY OWNED vacation condo is steps away from world famous, breathtaking Siesta Beach - consistently VOTED #1 BEST BEACH IN THE USA year after year! This condo is nicely situated on the 2nd floor. The large screened lanai provides spectacular gulf coast views.

Steps to Siesta Beach | Chic Studio / Pool & Patio
Bright & Stylish Retreat ✨ This beautifully designed open-concept home blends modern comfort with elegant style. Relax in the airy living/dining space, unwind in the serene bedroom, and soak up natural light from large windows. Enjoy your private patio, take a dip in the pool, and use the queen airbed for extra guests—perfect for couples, friends, or family. Max 4 guests.
Popular amenities for family-friendly rentals near Siesta Beach
Family-friendly home rentals with a hot tub

Quiet Retreat-5mi to Beach-Hot Tub, Outdoor Shower

Location! Siesta 1 mile away. Home with HOT SPA.

Siesta Key For Me @ The Palm Bay Club

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

Trendy & Relaxing: Close to Beach ~ Pool ~ Hot Tub

City Garden Cottage

Cozy Boho Bungalow Pool/Spa QR Code Walkthrough

Family Fun, Sunshine & Coastal Charm*HTD Pool/Spa
Family- and pet-friendly home rentals

Hidden Gem Studio · Near Siesta Beach (5 min)

Beechwood Suites C

Cozy Bungalow Near Siesta Key & Downtown

The Sand Castle - Backyard Oasis Mins from Siesta!

Charming 2BD Bungalow Close to Crescent Beach!

Newly Remodeled Beachfront Studio - On the sand!

Short walk to beach 4, King bed, Dog Friendly

100 Steps to beach access & 5-min Village walk
Family-friendly home rentals with a pool

Steps away from beach and village! #1 in Siesta!

Beautiful White Sand Siesta Key Beach

Cozy 1BR Beach Condo on Siesta Key!

2 Bed/2 Bath Condo Resort View on Siesta Key Beach

Beach, Village, Dock & Private Pool! One-of-a-kind

Sarasota Surf & Racquet Club Siesta Key Condo

Seaside on Siesta Key Beach

Oceanfront LBK: Relax & Recharge!
Family-friendly home rentals with Wifi

Sun-filled cottage with pool, walk to beach

Luxurious Private Apartment in a House Near Siesta

Siesta Oceanview Retreat-1 min walking to beach

Siesta Dunes 1st Floor Beach Front Retreat + Bikes

Garden Lvl Studio Steps 2 Siesta Key, Pool, Tennis

Siesta Beachfront Suite

FlipFlopsOn III • ½ Mile Siesta Key • Walk to Bay

Amazing beach view! Entire unit renovated!
Quick stats about family-friendly rentals near Siesta Beach

Total vacation rentals
Explore 1,510 vacation rentals in Siesta Beach

Nightly prices starting at
Siesta Beach vacation rentals start at G$14,634 GYD per night before taxes and fees

Verified guest reviews
Over 20,330 verified reviews to help you choose

Pet-friendly vacation rentals
Find 160 rentals that welcome pets

Vacation rentals with a pool
1,290 properties feature pools

Rentals with dedicated workspaces
690 properties have a dedicated workspace

Wi-Fi availability
1,510 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 pools Siesta Beach
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- Rentals with a patio Siesta Beach
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- Pet-friendly rentals Siesta Beach
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