
Places to stay near Siesta Beach
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Top-rated holiday 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.

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! Please message me if bringing 2+ pets

Near beach. Pool view. King bed. Daily rentals
The ‘pool view’ overlooks the swimming pool & has a private covered open porch for shade 1 bed 1 bath w/ private entrance. The bedroom has a king sized mattress bed. The living room has a kitchenette area with a fridge, freezer, microwave, coffee maker and the essentials. There is a Smart TV. Separate bedroom with King size bed 3 mins walk to Crescent beach access #12 You can walk to a great choice of places to eat and drink Max 2 guests No smoking, No Pets, Great Location, Good Value.

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.

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.

Siesta Beach penthouse w/ Gulf side pool & access!
Luxurious beachfront living with wrap around deck, gulf views and a wet bar with beverage fridge! On 2nd floor of an elevated building which gives you optimal views for sunsets. This is a rare private, quiet 6-unit condo complex located steps to town. Just under 1500 sf condo w/ vaulted, beamed ceilings, fireplace, gourmet kitchen, bar, master suite, spa bathrooms, ocean front balconies and heated pool. Walking distance to town , 25 min to SRQ and 1hour 15 min to RSW and TPA.

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.

Beach, Village, Dock & Private Pool! One-of-a-kind
Fully Restored Post-Hurricane and Ready to Welcome You!! RCC in Siesta Key is a one-of-a-kind coastal cottage perfectly located between the beach, canal, and village. Enjoy a private heated pool, private dock, and one of the best locations on the island. This 1,500 square foot standalone bungalow has been fully restored with fresh post-hurricane updates. If you want a charming, private beach home with no shared walls and no condo feel, you have found the right place!

Beach N Bay 206 by Duncan Real Estate
Welcome to Beach N Bay 206! A honeymooners delight or a couple's retreat! Enjoy a romantic getaway! Don't miss your chance to stay at the North end of Anna Maria Island in the highly desirable village of Anna Maria, one of Coastal Living Magazine's Top 10 Happiest Seaside Towns! Located right in the middle of all that happiness, Beach N Bay is the island vacation cottage duplex that's so tropical and fun, you'll swear you can hear steel drums!

Latitude Adjustment | Waterfront, Walk to Beach!
🦩Exclusive Amenities Include: • Private Heated Pool • Waterfront Views on 2nd & 3rd Story Balconies • 8 Minute Walk to Siesta Key Village • 2 Minute Walk to Siesta Key Beach • 4 Bedrooms (2 Master Bedrooms), 3.5 Baths • 2 King Beds, 1 Queen Bed, 2 Full Beds (Sleeps 10) • 2 Balconies With Seating • Private 2 Car Garage • 2 Kayaks • Gas Grill • Enhanced cleaning protocols provided by our CottageClean Team • Island Shuttle Transportation Available

Siesta Key Escape | 2BR + Den | Pool & Gulf Views
Cozy Coastal Getaway 🌊 Beautifully updated 2BR + den, 2BA apartment (1,200 sqft) on the first floor with 2 private balconies and partial Gulf views from the den. Sleeps 6 guests max (King, 2 Twins, Queen in den). Stay cool with central AC and ceiling fans in every bedroom and the kitchen. Enjoy a full kitchen, washer/dryer, 2 TVs, and a heated lagoon-style pool shared by just two duplexes—your perfect Siesta Key retreat!

Sunny 2nd-Floor Condo w/ Heated Pool | 1BR
Bright second-floor 1-bedroom condo in a quiet residential area of Sarasota. Siesta Key Beach is a 5–10 minute drive (traffic dependent). Pet-friendly home — all pets welcome with a flat $10 pet fee per reservation, regardless of the number of pets. Guests enjoy access to a heated community pool and a convenient location close to shopping and dining.
Popular amenities for holiday rentals near Siesta Beach
Condo rentals with Wi-Fi

❤️ Hidden Gem steps away from #1 beach 🏖 Siesta Key

5213B Menorca Street - Siesta Key Village Condo

Modern Studio · 5 min from Siesta Beach

Siesta Key - 1/2 Mile to the Beach!

★Right on the beach ★ Relax and Enjoy ♥ Sunsets!

Perfect Location in Siesta Key

Sun-Kissed Memories: Open Thursday, March 26th!

Siesta Key Beach Front Condo
Family-friendly house rentals

Your DreamOasisAwaits: SiestaKeyEscape with Pool!

Sun-filled cottage with pool, walk to beach

Oasis by Siesta Key Beach and Downtown SRQ w/pool

Perfect Getaway 3bd/2bth Private Heated Pool

Beach Retreat•Renovated & Heated Pool•Near Siesta

Oceanfront home w/sunset views of Sarasota Bay

Beachside Bliss: Family Paradise/Siesta Key3BR/2BA

The Mango House Beach Cottage
Apartment rentals with air conditioning

Newly Remodeled Beachfront Studio - On the sand!

Siesta Beach 2 Min | Walk to Village + Patio!

Modern 1BR Near Siesta Key + Private Parking

Beach Walk Bungalow

Siesta Key - Poolside Suite - Studio - Free kayaks

Lido Key FL Studio/Efficiency 5

Come Enjoy Our Peaceful Retreat

Modern Beachside Escape - Steps to Beach & Dining
Other great holiday rentals near Siesta Beach

Spectacular Siesta Key Beachfront Condo

New! Siesta Beach Guest House with pool!

Siesta Oceanview Retreat-1 min walking to beach

Walk to Siesta Key Beach 100 feet!

Flamingo 1BR Beach-side Villa in Siesta Key | Pool

2BR Beach Club – Beach, Heated Pool & Hot Tub

Spacious Siesta Key Home Private Pool-Beach 1 mile

Brand New Everything! Private Beach & 3 Htd Pools!
Frequently Asked Questions
Where is Siesta Beach located?
Siesta Beach is on Siesta Key, along Florida’s Gulf Coast near Sarasota. The area is known for its white sand shoreline along the Gulf of Mexico and a relaxed coastal community atmosphere.
When is the best time to visit Siesta Beach?
Many visitors appreciate Siesta Beach during late winter through spring, when warm temperatures, lower humidity, and less rainfall create comfortable beach conditions. Early fall is also frequently suggested for a quieter atmosphere and mild weather.
What are some things to do near Siesta Beach?
You can explore water activities like kayaking, paddleboarding, or joining a boat tour in the area. Around Siesta Beach, discover shops, seafood restaurants, and casual cafés, or visit nearby public parks and nature preserves.
How is the weather near Siesta Beach?
Siesta Beach usually experiences mild winters, with January around 51–72°F (10–22°C), and hot summers near 74–91°F (23–33°C) along with higher rainfall. Humidity and short rain showers are common in summer, while spring and autumn afternoons are often comfortable for outdoor activities.
Quick stats about holiday rentals in Siesta Beach

Total holiday rentals
Explore 1,880 holiday rentals in Siesta Beach

Nightly prices starting at
Siesta Beach holiday rentals start at $121 NZD per night before taxes and fees

Verified guest reviews
Over 31,690 verified reviews to help you choose

Family-friendly holiday rentals
1,510 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 210 rentals that welcome pets

Holiday rentals with a pool
1,590 properties feature pools

Rentals with dedicated workspaces
830 properties have a dedicated workspace

Wi-Fi availability
1,870 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 Siesta Beach
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- Rentals with pools Siesta Beach
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- Anna Maria Island
- Raymond James Stadium
- Crescent Beach
- John's Pass
- Turtle Beach
- Coquina Beach
- Vinoy Park
- Lido Key Beach
- Caspersen Beach
- Amalie Arena
- Cortez Beach
- Bean Point Beach
- Anna Maria Public Beach
- Jannus Live
- Manasota Key Beach
- River Strand Golf and Country Club
- Englewood Beach
- North Beach At Fort DeSoto Park
- Tampa Convention Center
- Splash Harbour Water Park
- Lakewood National Golf Club
- The Don CeSar
- Myakka River State Park
- Img Academy




