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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.

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Guest favourite
A spacious bedroom features a modern white bed with plush pillows and a decorative brown pillow. A mirrored closet reflects the elegantly decorated space, which includes a stylish bedside table and soft lighting from a lamp. Natural light filters through the vertical blinds.
Condo in Siesta Key
4.92 out of 5 average rating, 114 reviews

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.

Guest favourite
A spacious backyard is shown at sunset, featuring a heated pool surrounded by a tiled patio. Tropical palm trees frame the area, and a tiki bar can be seen in the background. Soft outdoor lights create a welcoming ambiance as the sky fills with vibrant orange and purple hues.
Home in Sarasota
4.93 out of 5 average rating, 148 reviews

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

Superhost
A private swimming pool is surrounded by a spacious outdoor area featuring a variety of colorful seating options, including lounge chairs and patio furniture. The pool area is complemented by lush greenery and shaded spots, creating a relaxing atmosphere. A vibrant red umbrella provides additional shade.
Condo in Sarasota
4.8 out of 5 average rating, 215 reviews

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.

Guest favourite
The exterior of the condo displays a modern design with a light color palette. Palm trees are positioned around the landscaped area, and two garages are visible, along with a walkway leading to the entrance. The sunny sky enhances the welcoming appearance of the property.
Condo in Siesta Key
4.85 out of 5 average rating, 102 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.

Top Guest favourite
A private patio with a round wooden table and two chairs overlooks a manicured lawn leading to the beach. Palm trees sway gently beside the outdoor seating area, offering a serene view of the Gulf waters in the background.
Condo in Siesta Key
4.97 out of 5 average rating, 366 reviews

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.

Guest favourite
A bright living area features vaulted beamed ceilings and large windows offering views of the outdoors. Comfortable seating includes a beige sofa and blue accent chairs, arranged around a glass coffee table on a geometric patterned rug. Natural light floods the space, giving it an airy feel.
Condo in Siesta Key
5 out of 5 average rating, 10 reviews

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.

Top Guest favourite
A spacious living area showcases modern furnishings, including a light-colored sofa and contemporary armchairs. Natural light fills the space, highlighting a bamboo floor. Decorative accents, such as wall art and a sleek ceiling fan, enhance the inviting ambiance.
Chalet in Siesta Key
4.92 out of 5 average rating, 52 reviews

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.

Top Guest favourite
Home in Siesta Key
5 out of 5 average rating, 154 reviews

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!

Guest favourite
Home in Anna Maria
4.91 out of 5 average rating, 23 reviews

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!

Superhost
Home in Siesta Key
4.67 out of 5 average rating, 3 reviews

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

Guest favourite
Apartment in Siesta Key
4.86 out of 5 average rating, 210 reviews

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!

Superhost
The living area features a light-colored sofa complemented by an orange accent chair. A coffee table sits on a textured area rug, while wall art adds color to the red accent wall. Glass doors open to a view of outdoors, surrounded by greenery.
Condo in Sarasota
4.91 out of 5 average rating, 138 reviews

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

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!

  1. Airbnb
  2. United States
  3. Florida
  4. Sarasota County
  5. Siesta Beach