Palm Island vacation rentals

A rec room is featured with a ping pong table in the center, showcasing a sleek black surface. Two paddles and a ball rest on the table. Bright light illuminates the space, with a plant in the corner and a framed artwork on the wall.

5 out of 5 average rating, 30 reviews

Paradise In Siesta!

Come enjoy a little slice of paradise in this 3 bed 2.5 bath home located just a few minutes walk (.4 miles) to Siesta Key Beach & Siesta Key Village! Enjoy the white sand and crystal clear waters of Siesta Key Beach, hanging by the pool, or exploring everything Sarasota has to offer! This place will not disappoint! The home offers a fully equipped kitchen, deck, pool, grill, fire pit and rec room w/ ping pong table. Convenient location in the heart of Siesta! Post Hurricane Milton: All Good!

The well-lit interior features an open layout with stylish cabinetry and appliances visible. A laundry area is integrated into the design, while the adjoining space leads to a view of the beach. Natural light floods in from nearby windows, enhancing the welcoming atmosphere of the environment.

4.93 out of 5 average rating, 111 reviews

NO Stairs, beachfront & short 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.

4.99 out of 5 average rating, 179 reviews

A covered patio space is surrounded by lush greenery and decorative plants. A light-colored table and two chairs are arranged on a tiled floor. Large, double doors in a vibrant blue lead to the outdoors, enhancing the welcoming atmosphere.

Guest suite in Sarasota

Mid-Century Modern Beach Getaway

Heart of Southside Village 10 minutes from #1 beach in the USA, Siesta Key. Five-minute drive to downtown Sarasota, 10 minutes to St. Armand Circle, Lido & Longboat Key. Enjoy this peaceful space within walking distance to shopping, restaurants & groceries. Charming private guest house offers a queen bed, sitting chairs, table, dresser, large ensuite bathroom with a walk-in shower & private outdoor sunny space and patio. Use the grill to cook your next meal. It's the perfect couple's getaway!

A dining area is visible, featuring a round white table set with a textured vase filled with yellow flowers. Light-colored curtains frame the sliding glass door that leads to a spacious patio and a landscaped backyard with palm trees.

4.88 out of 5 average rating, 103 reviews

[escape to paradise] siesta key beach getaway

Walk to siesta beach from this stylish village house. Perfect for couples & group trips. The home is in a central location on Siesta key. Walking distance to Siesta Key village and beach access 7 (1/2 mile). Enjoy the oversized private patio and with garden views or hop on a bike to siesta beach in less than 5 minutes. Both Siesta Key village and Beach access 7 are less than 1/2 mile from the home. Bikes available onsite ($40 per bike per stay) 1 pet is permitted - $90 per stay

5 out of 5 average rating, 40 reviews

A panoramic view captures the expansive shoreline of Siesta Key beach, featuring stretches of soft, white sand. Gentle waves roll ashore under clear blue skies, with scattered beach umbrellas and visitors enjoying the sunny atmosphere.

Townhouse in Siesta Key

100 Steps to beach access & 5-min Village walk

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.

5 out of 5 average rating, 27 reviews

An aerial view captures the condo's prime location directly across from Siesta Beach. The beach is marked by expansive stretches of soft white sand, with the ocean visible in the background. Nearby buildings and lush greenery create a serene coastal atmosphere.

Apartment in Siesta Key

Good Vibrations - stay ON the beach in Siesta Key!

Newly listed condo with an unrivaled location -ON- Siesta Beach! Sleeps 6 Enjoy incredible sunset views right from your living room, or simply walk across the street right to the beach! No pool or hot tub, but prime beach access with world famous velvety white sands and warm blue ocean waters. Why your stay with us will be exceptional: 1) We will go above and beyond for you. 2) Free high-speed Wi-Fi. 3) Beautifully designed, sleek space. Perfect for a relaxing getaway.

Guest suite in Siesta Key

An outdoor patio area features a fire table surrounded by comfortable seating, enhanced by colorful striped cushions. Ambient lighting is provided by string lights overhead. The space includes a bar area and is situated beneath an elevated deck, with bikes and additional seating visible nearby.

4.92 out of 5 average rating, 173 reviews

Cozy Studio - 5 min walk to #1 Siesta Key Beach!

Recently renovated and updated! Adorable studio just steps from Siesta Key Village, and a 5 minute 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**

Superhost

5 out of 5 average rating, 4 reviews

Designer Home| Sleeps 10| Walk to Beach & Village|

Steps from Siesta Key Beach, this beautifully renovated 3-bedroom, 3.5-bath home offers sophisticated coastal-inspired decor. The master suite has a private screened balcony overlooking the pool with an egg chair swing. A screened patio includes bar seating, a dining area, and a cozy lounge. The first-floor mudroom has a shower for easy beach cleanup. With its classic beach cottage feel and modern amenities, this home is the perfect coastal retreat. Book now!

A modern kitchen features a large marble island with seating space. Three pendant lights hang above, illuminating the area. In the background, an open living space leads to a staircase and a bright, airy atmosphere with large windows.

5 out of 5 average rating, 7 reviews

Luxury Pool Home with Dock in Sarasota

Welcome to coastal elegance in Sarasota! - Stunning 4-bed, 4-bath pool home on Palm Island - Recently renovated with a modern, open-concept layout - Gourmet kitchen featuring an Italian Fulgor cooktop - Ground-floor master suite with elegant finishes - Sun-filled flex room for various uses - Private dock access and spacious outdoor living area - Just 2 blocks to the beach and 10.5 blocks from Siesta Village

4.94 out of 5 average rating, 107 reviews

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.

4.97 out of 5 average rating, 327 reviews

Island in Sarasota

Now NEW AUG Openings! Sarasota #1 Lux BEACH Villa

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!

4.95 out of 5 average rating, 80 reviews

A wooden dock leads into a lush landscape, framed by palm trees and greenery. Signs indicate the private nature of the dock. The pathway is lined with rope and illuminated by red markers, guiding the way towards the serene waters.

Cottage in Siesta Key

Surf Shack- Walk to Village/Boat Dock Included

Imagine being nestled in a key west style unit which is fully furnished turn key just a few minutes walk to pristine Siesta key beach and the hopping Siesta key village. Located in a quiet residential neighborhood, you are still very close to all that the beach and Siesta Key has to offer. Additionally enjoy 2 free bike day rental with booking!

Vacation rentals for every style

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Stylish accommodations and amenities

Popular amenities for Palm Island vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Other great vacation rentals in Palm Island

5 out of 5 average rating, 9 reviews

An outdoor gazebo is illuminated by string lights, surrounded by lush palm trees. Comfortable seating arrangements are positioned around a central table, creating a cozy space for relaxation. The patio features paver stones, enhancing the inviting atmosphere for evening gatherings.

Cottage in Siesta Key

Cottage w/pool 1 block to village, 3blks to beach

CarrieRating, 5 stars1 week ago

Amazing location, we were in walking distance of the downtown & the beach. The house was perfect for our family. Very clean and had everything we needed. Chairs, a cooler and a beach wagon was provided for our beach trips as well. The sunsets on Seista Key Beach were beautiful. We had some wonderful meals at the local spots, it’s a great place to relax and unwind, very laidback. The host Mark was very friendly and helpful. We will definitely be back in the future.

5 out of 5 average rating, 20 reviews

Newly Remodeled Beach House on Siesta

ShannonRating, 5 stars1 month ago

My family and I loved our stay at Danielle’s. The house is in a truly beautiful setting right on the canal — we spent lots of time fishing! We easily walked to the beach and into town every day, about 15 min. Danielle provided us with all the beach/kid/baby supplies we needed for our family, which was so thoughtful. All supplies like soap, shampoo, detergent, toilet paper, etc were also provided, which was much appreciated for weary travelers. Highly recommend!

5 out of 5 average rating, 15 reviews

Siesta Key Retreat 1mi to Beach!

BrittanyRating, 5 stars1 week ago

Our family stayed a week at Kim’s place and it was wonderful! We relaxed by the beautiful clean pool. We also enjoyed the beach which was just a short drive with free parking. The village was close by with great restaurants and local shops. Kim’s home is the perfect location. Everything about the home was amazing! Kim had thought of everything beach chairs, umbrella, beach wagon, beach towels, bikes to ride, everything you need to cook and the list goes on.. The mater bed slept like a dream! I didn’t want to leave. What an amazing experience! The house was very spacious and modern with updated appliances. The kitchen was simply awesome with an island layout and storage space. The pool was a great amenity for a quick cool down on the hot middays. The host was very organized and very responsive; Kim is amazing! She checked in on us to make sure everything was going well and to see if we needed anything. We really enjoyed our time there and believe you would too! We can’t wait to return!

A bright kitchen is featured, equipped with modern appliances including a stove, oven, and microwave. An extra-large island with seating is centered, complemented by natural light flowing through sliding glass doors that lead to an outdoor area.

5 out of 5 average rating, 5 reviews

Coastal Cottage in the "Heart" of Siesta Key

MattRating, 5 stars2 months ago

This is potentially the best AirBnb I have ever stayed in. The check in was via a key lock so super simple. The instructions in the house manual were clear, and the property itself was appointed to an extremely high level. The pool area is stunning and extras like the BBQ and modern kitchen made our stay just amazing. The walk to the beach and centre of town is short, and of course if you are reading this you already know how amazing Siesta Key is. Thank you!

A serene beach landscape is depicted, showcasing soft, powdery white sand and crystal-clear water gently lapping at the shore. The scene is brightened by a clear blue sky, dotted with wispy clouds. A couple of birds can be seen along the water's edge.

5 out of 5 average rating, 3 reviews

Siesta Key Beach Condo - location, location!

RobertRating, 5 stars1 week ago

Our absolute best beach vacation ever. Lovely place, perfect location and incredible beach!!

A sandy pathway leads through tall grasses towards a clear blue beach, where umbrellas dot the shoreline. A small lifeguard stand is visible in the distance, and the sky is bright with sunlight, emphasizing a tranquil coastal setting.

5 out of 5 average rating, 7 reviews

Siesta Key Beach - Crescent Royale

JanineRating, 5 stars1 month ago

Very cute and comfortable condo. Excellent location to beach. We loved that there was a pavillion right across the street by the beach with very yummy food and drink selections....verry convienient!! Had our coffee and lunch there every day!! Jerry was very responsive!! For some reason there was only one pool towel in the cabinet. We were a party of 4. I texted Jerry about this and he responded very quickly! Within 1-2 hours, there was a bag of towels left in our condo by the staff! So appreciated! Beach umbrella was perfect as it was the only orange and white striped umbrella on the whole beach which made it verrrry easy to spot! :) Trolley stop basically right outside of the condo! Pillows on the bed were not comfortable at all....really need an upgrade there. Otherwise, everything was perfect!

A bright and modern kitchen bar is displayed with elegant stone countertops and stylish blue cabinetry. Ambient lighting is provided by overhead pendant fixtures. The table is set with white plates, silverware, and woven placemats, creating an inviting dining space that connects to the living area.

5 out of 5 average rating, 3 reviews

Charm Beach House

YdumyRating, 5 stars1 month ago

**⭐️⭐️⭐️⭐️⭐️ Amazing Stay – Perfect for Families We had a fantastic stay at this comfortable and spacious home! The house was perfect for our family, with plenty of room for the kids to play. The quiet neighborhood and short walking distance to the beach made it even better. Inside, the decor was lovely, the beds were super comfortable, and the kitchen had everything we needed. We especially appreciated all the provided beach gear—it made our trips to the shore so much easier. Plus, being close to the village was a nice bonus for dining and shopping. Our host was great, and we’d definitely stay here again. Highly recommend for families looking for a relaxing beach getaway!

A serene beach scene is captured at twilight, featuring a sailboat mast standing tall against a vibrant sky filled with pink and purple hues. Soft sand and gentle sea grasses frame the composition, with clouds adding texture above the horizon.