
Family-friendly rentals near Tiny House Siesta
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Top-rated family-friendly rentals near Tiny House Siesta
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Beachy Cottage close to Siesta | 3 Bed | Huge Pool
Welcome to The Salty Unicorn, your cheerful Sarasota escape just five miles from Siesta Key Beach. This fully renovated 3-bedroom home is designed for relaxation and fun, with a bright open layout, stylish coastal décor, and plenty of space to gather with family or friends. Start your mornings with coffee by the pool, spend sunny afternoons swimming or lounging in the spacious backyard, and end the day with dinner in the screened lanai. Whether you’re here for beach days, family time, or a peace
4.89 out of 5 average rating, 107 reviews
Heated Pool - Just 1 mile to Beach! Updated/Fun!
Fun for the whole family!! Only 1 mile to the Beach! This newly updated home comes fully furnished with 4 bedrooms and 3 bathrooms. With a total of 6 beds, the home sleeps 10 comfortably. The Heated Pool is perfect for swimming, and being only 1 mile to the world famous Siesta Key Beach Access 12, this home also makes beach going easy and convenient. Inside, the home is clean, spacious and newly updated and equipped with smart tvs, air hockey table, pool table foose-ball, Pac-Man - fun for all
4.92 out of 5 average rating, 124 reviews
SIESTA BEACH HOUSE HEATED POOL☀️🌴3 MIN TO BEACH!!
Your "Beach Home" w/ heated pool is a private home 1 and 1/4 mile drive to Beach Access 12 on Siesta Key. 3bedroom/2bathroom. It's ideal for families/couples. Everything you need for a great vacation!Fully equip kitchen,towels/linen, laundry room . Large pool w/ gas bbq & patio area. Use our chairs, cooler,umbrella,beach cart.STRICT OCCUPANCY OF MAX 6 PEOPLE INCLUDING INFANTS/KIDS AT HOUSE. NO OUTSIDE GUESTS DAY/NIGHT. DO NOT BOOK IF YOUR GROUP IS LARGER. No Pets. Min Age 26 to book
4.98 out of 5 average rating, 119 reviews
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.
4.85 out of 5 average rating, 110 reviews
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
4.95 out of 5 average rating, 199 reviews
1 House 1400sq. ft. 12 min from Siesta Key!
12 min. from Siesta Key Beach!! Perfect cozy vacation home in quiet, friendly neighborhood. Central to lots of shopping/restaurants. 1-king, 1-queen, bunk beds w/ 1-full & 1-twin. Dog & cat friendly w/ large private fenced yard, & 1-men's & 1-women's bike. Air hockey table w/ board games & pool toys. Fully loaded kitchen & W/D. Spacious living w/ large sectional, swing chair, & all bedrooms come w/ TVs & free Netflix & Hulu. Looking forward to hosting you! Message me anytime w/ questions.
4.8 out of 5 average rating, 189 reviews
Island Time: Open Tues - Sat!
This sublime oceanfront studio is directly on the pristine white sands and serene blue waters of the Gulf of Mexico in Longboat Key, Florida! On the second floor, overlooking the heated pool and ocean, this dreamy studio condo is optimal for sunset viewing from a private lanai. Take a 30-second walk to the pool and secluded beach. Enjoy a relaxing vacation at our peaceful condo at The Beach at Longboat Key Resort! To see all four of our listings, click on my Host photo and scroll down...!
4.98 out of 5 average rating, 258 reviews
Private Beach Siesta Key Resort Jamaica Royale
Jamaica Royale is a Beach Front Oasis, offering a private community with our own beach access and 3 heated pools . Enjoy our sidewalks, directly to the beach with no roads to cross; only residents are allowed onto the property, offering a family-safe paradise! Put your toes in the white sands of Siesta Key, where we have a private beach pavilion and lounge chairs! Look at our overview, to see our excellent location! We are in the first set of villas, closest to the beach.
4.86 out of 5 average rating, 154 reviews
@Shellmateisland |tiny home| island| bikes| kayaks
⭑Octagonal 320ft² tiny home sitting on a private 1.5-acre island!⭑ ✯ Lake access ✯ Walk to dining, nightlife, and shopping ✯ Fully equipped + stocked kitchen ✯ Free bikes + kayaks +beach gear ✯ Backyard fire pit + BBQ ✯ Screened-in outdoor lounge w/ hammocks ✯ Smart TV w/ Netflix ✯ Memory foam bed ✯ 426Mbps wifi Ask which fruit trees are in season for a homegrown treat! 3 min → Siesta Key Beach 7 min → Downtown SRQ 12 min → Myakka River State Park (river kayaking
4.95 out of 5 average rating, 425 reviews
Gulf Views | Walkable | Spacious
Spacious Gulf-view 2BR condo perfect for families & groups—featuring a rare 2-queen guest room, king master, and plenty of room to spread out. Walk to the beach, restaurants, coffee, and more—no car needed. Easy beach access + FREE loungers make beach days effortless. Heated pool, fast WiFi & fully stocked with beach gear. Clean, spacious & comfortable in a prime, walkable location. (Daytime weekday construction nearby may cause intermittent noise in 2026.)
4.92 out of 5 average rating, 166 reviews
Spacious 2-Floor, 2BR, 2.5BA Condo Near Everything
A spacious and quiet 2-floor, 2 bedroom, 2.5 bathroom condo that lives like home and is close to everything Siesta Key offers. Spread out and enjoy YOUR vacation! Your condo features large rooms, comfy and modern surroundings, (2) Master Bedrooms upstairs, and you are steps away from a gorgeous heated pool that you can view from your lanai. This is the perfect condo for you and your family to relax in and simply enjoy your time in Siesta Key!
4.88 out of 5 average rating, 179 reviews
Minutes to Siesta! 4BR 2BT Heated Pool Fenced Yard
Spacious 4-bedroom, 2-bath home with a heated private pool, just minutes from the #1 Siesta Key Beach! Located in the Gulf Gate area, you’re only a short drive to the beach, grocery stores, and dining. Enjoy a fully fenced backyard, plenty of parking, and outdoor grill. Inside, you’ll find beach supplies, a fully equipped kitchen, Keurig & drip coffee makers, and TVs in every bedroom—everything you need for a comfortable and convenient stay 🌴☀️
4.8 out of 5 average rating, 138 reviewsPopular amenities for family-friendly rentals near Tiny House Siesta
Family-friendly home rentals with a hot tub

Luxury 3/3 with Heated Pool, Spa, & Putting Green!
5.0 out of 5 average rating, 110 reviews
Sunny Paradise w/Pool&HotTub 5 min to Siesta Key!
4.98 out of 5 average rating, 163 reviews
[The Paradise Palms] Salt Water Pool & Hot Tub
4.85 out of 5 average rating, 104 reviews
Heated Pools & Spa · Private Beach + Bay Views
4.97 out of 5 average rating, 137 reviews
4/2.5 Oak Bahay, Heated Pool! 5min to Beach,4Acres
4.88 out of 5 average rating, 218 reviews
Beachfront Siesta Key | Gulf View + Private Beach
4.97 out of 5 average rating, 397 reviews
Siesta Key For Me @ The Palm Bay Club
4.98 out of 5 average rating, 140 reviews
The Blessing House- Htd Pool/Spa, Close to Beaches
5.0 out of 5 average rating, 117 reviewsFamily- and pet-friendly home rentals

Tiki Bar Paradise! Heated Pool & Gaming Oasis!
4.94 out of 5 average rating, 106 reviews
Serenity Lake
4.98 out of 5 average rating, 104 reviews
The Sand Castle - Backyard Oasis Mins from Siesta!
4.94 out of 5 average rating, 172 reviews
Gulf Front! Sunset Deck! + Walk to Bridge St Pier!
4.98 out of 5 average rating, 128 reviews
Sweet, pet friendly Siesta Suite
4.9 out of 5 average rating, 210 reviews
2 BR House 1.6 miles from Siesta Key Beach
4.97 out of 5 average rating, 144 reviews
1.5mi to South SiEsta Key Bridge, Free Heated Pool
4.84 out of 5 average rating, 121 reviews
Oasis by Siesta Key Beach and Downtown SRQ w/pool
4.94 out of 5 average rating, 143 reviewsFamily-friendly home rentals with a pool

Your private retreat near Siesta Key Beach.
4.97 out of 5 average rating, 281 reviews
The Flamingo's Nest at Sea Club II
4.94 out of 5 average rating, 157 reviews
New remodel- 150 Yds to Beach and Restaurants!
4.99 out of 5 average rating, 202 reviews
Crystal House on Siesta Key Beach
4.88 out of 5 average rating, 146 reviews
Luxury 3B/3B waterfront home w/ pool + boat access
5.0 out of 5 average rating, 12 reviews
Steps to Siesta Key Beach! Sunset Balcony Views!
5.0 out of 5 average rating, 15 reviews
Sun Coast Oasis-Heated Pool-Pool Table-Arcade
5.0 out of 5 average rating, 10 reviews
Siesta Sanctuary
4.95 out of 5 average rating, 43 reviewsFamily-friendly home rentals with Wi-Fi

FlipFlopsOn III • ½ Mile Siesta Key • Walk to Bay
5.0 out of 5 average rating, 12 reviews
Private Heated Pool Retreat for Two Families
4.95 out of 5 average rating, 63 reviews
Heated Pool, Dock, Kayaks, 1-mile to Turtle Beach
4.98 out of 5 average rating, 47 reviews
Resort-Style Vacation Villa
4.98 out of 5 average rating, 42 reviews
Sunny & Comfy ~ Steps to Siesta Key Beach ~ Pool!
4.97 out of 5 average rating, 33 reviews
Trish's Beach Retreat W/ Pool/Spa by Siesta Keys#2
4.87 out of 5 average rating, 89 reviews
Find "Temporary Sanity" | Luxe Home w/ Heated Pool
4.86 out of 5 average rating, 22 reviews
The Ashton Retreat
4.96 out of 5 average rating, 55 reviewsDestinations to explore
- Rentals with beach access Tiny House Siesta
- Apartment rentals Tiny House Siesta
- Beachfront rentals Tiny House Siesta
- Rentals with a hot tub Tiny House Siesta
- Condo rentals Tiny House Siesta
- Villa rentals Tiny House Siesta
- Pet-friendly rentals Tiny House Siesta
- House rentals Tiny House Siesta
- Waterfront rentals Tiny House Siesta
- Rentals with pools Tiny House Siesta
- Rentals with lake access Tiny House Siesta
- Family-friendly rentals Sarasota
- Family-friendly rentals Sarasota County
- Family-friendly rentals Florida
- Family-friendly rentals United States
- Anna Maria Island
- Siesta Beach
- Raymond James Stadium
- Anna Maria Island Beach
- Coquina Beach
- Lido Key Beach
- Bean Point Beach
- Amalie Arena
- Turtle Beach
- Caspersen Beach
- Vinoy Park
- Manasota Key Beach
- John's Pass
- Tropicana Field
- Englewood Beach
- Crescent Beach
- Img Academy
- Anna Maria Public Beach
- River Strand Golf and Country Club
- Cortez Beach
- Splash Harbour Water Park
- Fort De Soto Park
- North Beach At Fort DeSoto Park
- Myakka River State Park





