
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
Sun-filled cottage with pool, walk to beach
Welcome to Palm Cottage. Our space is the perfect cozy getaway for any time of year. Recently renovated three bedrooms and one bathroom make this the perfect spot for two couples or a family. The private backyard includes a brand new pool with a hot tub and a sun shelf, as well as outdoor dining area and fire table. Enjoy a leisurely stroll to Siesta Key to play at the beach or grab a meal at one of the many restaurants. Home includes two bikes and all the gear you need for a day at the beach.
4.96 out of 5 average rating, 112 reviews
Crystal House on Siesta Key Beach
This is an updated and renovated two bedroom suite on Siesta Key. Complete with marble dining table, stainless appliances and large televisions. There is a computer in the spare bedroom for your convenience along with an Xbox and DVD player. We tried to think of everything so please feel free to make suggestions after your stay. Your satisfaction is our number one concern. The sofa is a Laz-Y-Boy and is not a sleeper but is very comfortable!!! There is a set of twin-twin bunks in the main room!
4.88 out of 5 average rating, 146 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
Tiki Bar Paradise! Heated Pool & Gaming Oasis!
Welcome to one of our beautiful properties, only 9 minutes to Siesta Key Beach! 24/7 Host Support - no AI messaging or hidden fees. Gorgeous HEATED POOL & Tiki Bar. Corn hole, ring game, or water pong on dry land or play volleyball, basketball, or beer pong in the pool. Bring the competition inside to the Game Room to play billiards or any number of family card/board games. Relax in the cozy living room w/ fireplace & fully equipped kitchen. Minutes to Siesta Key, the Village & Downtown SRQ.
4.94 out of 5 average rating, 100 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, 198 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 + wildlife viewing)
4.95 out of 5 average rating, 421 reviews
The Flamingo's Nest at Sea Club II
The Flamingo's Nest at Sea Club II features a beautiful new pool on the intracoastal waterway, a tiki hut for on-site cocktail hours, a plethora of boats and sea birds to enjoy while cooking on our new charcoal grills, a fishing pier, boat basin, and private beach access directly across the street. We are located 1.5 miles from the Village, loaded with amazing shops, restaurants, and night life. Condo remodeled top to bottom in 2019. Beach towels, chairs, and accessories provided.
4.94 out of 5 average rating, 156 reviews
Siesta Key - 1/2 Mile to the Beach!
Super comfy 2nd floor 2 bedroom/2 bathroom fully-equipped condo that sleeps 4 - only 1/2 mile from beach access # 12 to the Gulf of Mexico! We suggest to drive to the main section of Siesta Key Beach which has lifeguards and bathrooms.Located in a small and quiet complex as well as all of Sarasota's shopping and dining (without beach traffic). Our condo is exceptionally clean and has all the comforts of home on your tropical getaway. Minimum age of primary renter is 25 years old.
4.93 out of 5 average rating, 141 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, 175 reviews
Your DreamOasisAwaits: SiestaKeyEscape with Pool!
Welcome to your dream oasis near the world-famous Siesta Key! ✨ This immaculate 2BD/2BA home is a true coastal gem, offering a serene retreat with stylish design and luxurious amenities. Just 1 mile from the sugar-white sands of Siesta Key Beach, this home provides the perfect blend of comfort and convenience—an ideal spot to embrace relaxed Florida living at its finest. 🌴
4.98 out of 5 average rating, 128 reviews
SEPT SALE! Sarasota #1 Luxury Villa! PRIV BEACH!
BOOK 2025 NOW, and stay in Style magazines exclusive beachfront gem! This property OWNS THE BEACH!! UNIQUE PRIVATE POOL & BEACH combo is HEAVEN! Private ELEVATOR! 32,000/gl FREEFORM POOL, with 4 WATERFALLS, HOT GROTTO with HOT falls! NEW BBQ PIT AREA, BIKES, KAYAKS, and PADDLEBOARDS! WRAPAROUND BALCONY, CHEF kitchen. Hosted CELEBS! SHOPPING, FINE DINING, watch our VIDEOS!
4.98 out of 5 average rating, 367 reviewsPopular amenities for family-friendly rentals near Tiny House Siesta
Family-friendly home rentals with a hot tub

Minutes to Siesta! 4BR 2BT Heated Pool Fenced Yard
4.8 out of 5 average rating, 137 reviews
LJ's Cottage 2
4.82 out of 5 average rating, 111 reviews
Relax+ Jacuzzi | 9 Min to Siesta Key Beach
4.96 out of 5 average rating, 134 reviews
Heated Pools & Spa · Private Beach + Bay Views
4.97 out of 5 average rating, 137 reviews
Quaint Cottage,150 steps away from Crescent Beach!
4.99 out of 5 average rating, 115 reviews
Beachfront Siesta Key | Gulf View + Private Beach
4.97 out of 5 average rating, 395 reviews
Sunny Paradise w/Pool&HotTub 5 min to Siesta Key!
4.98 out of 5 average rating, 162 reviews
The Blessing House- Htd Pool/Spa, Close to Beaches
5.0 out of 5 average rating, 117 reviewsFamily- and pet-friendly home rentals

Gulf Front! Sunset Deck! + Walk to Bridge St Pier!
4.98 out of 5 average rating, 125 reviews
1 House 1400sq. ft. 12 min from Siesta Key!
4.8 out of 5 average rating, 185 reviews
Serenity Lake
4.98 out of 5 average rating, 103 reviews
Captain's Cottage
4.98 out of 5 average rating, 103 reviews
Siesta Key Quaint Beach House
4.97 out of 5 average rating, 114 reviews
The Sand Castle - Backyard Oasis Mins from Siesta!
4.94 out of 5 average rating, 168 reviews
Mingo’s Micro Glamper!
5.0 out of 5 average rating, 3 reviews
Luxury Resort Home|Pool|Spa|Game Room|SiestaKey
4.98 out of 5 average rating, 92 reviewsFamily-friendly home rentals with a pool

Comfy Siesta Key Condo
4.85 out of 5 average rating, 110 reviews
Gulf Views | Walkable | Spacious
4.92 out of 5 average rating, 165 reviews
Sarasota Surf & Racquet Club Siesta Key Condo
4.83 out of 5 average rating, 150 reviews
Your private retreat near Siesta Key Beach.
4.97 out of 5 average rating, 279 reviews
Luxury 3B/3B waterfront home w/ pool + boat access
5.0 out of 5 average rating, 11 reviews
Sun Coast Oasis-Heated Pool-Pool Table-Arcade
5.0 out of 5 average rating, 7 reviews
The Palms Away
5.0 out of 5 average rating, 38 reviews
Siesta Key Beach Retreat-Heated Pool-Water View
5.0 out of 5 average rating, 31 reviewsFamily-friendly home rentals with Wifi

FlipFlopsOn III • ½ Mile Siesta Key • Walk to Bay
5.0 out of 5 average rating, 11 reviews
Heated Pool, Dock, Kayaks, 1-mile to Turtle Beach
4.98 out of 5 average rating, 52 reviews
Sunny & Comfy ~ Steps to Siesta Key Beach ~ Pool!
4.97 out of 5 average rating, 32 reviews
Siesta Sanctuary
4.95 out of 5 average rating, 41 reviews
Beautifully updated home 7 min to Siesta Key Beach
5.0 out of 5 average rating, 27 reviews
Private Beach Poolside | Gated Access | Beach Club
4.67 out of 5 average rating, 95 reviews
Private Heated Pool Retreat for Two Families
4.95 out of 5 average rating, 64 reviews
Modern Home Heated Pool near Siesta & Downtown
4.96 out of 5 average rating, 46 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
- Anna Maria Island Beach
- Raymond James Stadium
- Coquina Beach
- Lido Key Beach
- Bean Point Beach
- Amalie Arena
- Turtle Beach
- Caspersen Beach
- Vinoy Park
- Manasota Key Beach
- John's Pass
- Crescent Beach
- Tropicana Field
- Englewood Beach
- Fort De Soto Park
- Anna Maria Public Beach
- Cortez Beach
- Img Academy
- River Strand Golf and Country Club
- Splash Harbour Water Park
- North Beach At Fort DeSoto Park
- Myakka River State Park





