Holiday rentals in Palm Island

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Top-rated holiday rentals in Palm Island

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A charming cottage is nestled among lush greenery, surrounded by tall trees and palms. A gravel pathway curves gently around the property, enhancing the serene outdoor setting. Sunlight filters through the foliage, creating dappled light across the landscape.
Home in Sarasota
4.96 out of 5 average rating, 179 reviews

Sarasota Florida -Wild Orchid Creek Cottage Home

Come enjoy old Florida living at this completely renovated cottage style home on nearly seven acres. Relax and unwind in this 1000 square foot private home with king bed and queen sleeper to accommodate up to four people. Open concept living, dining room and full kitchen. Laundry facilities available. Equipped with WiFi and direct tv. While enjoying the private backyard space, it is common to spot abundant wildlife and wildflowers. Wild orchids in many of the oak trees bloom in early summer.

Superhost
An expansive terrace is showcased, featuring a large outdoor dining table surrounded by modern chairs. The view overlooks the tranquil Gulf waters, with a clear blue sky above. The smooth tiled flooring complements the sleek, contemporary design of the outdoor space.
Apartment in Sarasota
5 out of 5 average rating, 4 reviews

South Water View - Residence 502

Residence 502 - Partial Water View SPACIOUS FIFTH FLOOR LUXURY RENTAL WITH OVERSIZED TERRACE. This beautifully appointed residence is one of the very few in the building offering four bedrooms to meet all your needs for the perfect island vacation. Thoughtfully laid out and professionally decorated, this residence truly has it all. The open floor plan features a fully equipped gourmet kitchen, dining area, and light-filled living area featuring floor to ceiling windows that open onto an

Guest favourite
A spacious sitting area features a gray sofa and two white armchairs. A large television is mounted on the wall, complemented by decorative trees and a side lamp. Light wood flooring enhances the bright and open atmosphere.
Flat in Siesta Key
4.97 out of 5 average rating, 35 reviews

No stairs, across from Siesta beach, walk to town

Beautifully renovated large 1 bedroom 1 bathroom very spacious unit. Offering a nice sitting area and sun porch and outdoor patio with partial gulf views. There is a king bed and twin rollaway bed. Sleeps 3 adults or 4, including an infant. Well-appointed to accommodate short and longer stays. Located across the street from Beach Access 10, you will be to the beach in no time! We are also walking distance to the wonderful Village of Siesta Key. There is onsite parking for one car.

Guest favourite
Two lounge chairs are positioned beside a small table on a paved patio. Lush green palm trees and decorative plants surround the area, providing a serene outdoor space for relaxation.
Home in Sarasota
4.97 out of 5 average rating, 108 reviews

Charming,quiet house🔹next to Legacy Biking trail🔹

Newly remodeled 3-bedroom, 2-bath house in a quiet neighborhood. Full kitchen and large living room perfect for spending quality time together. Short drive (15-20 mins) to Siesta and Lido Beaches. Within walking distance to the Pinecraft community and Amish restaurants - Der Dutchman and Yoders, ice cream shops, Postal 98 cafe. Private backyard with screened-in porch. No pets. The Legacy Trail - a biking trail runs behind the house. --Several bikes are in the garage to use

Top guest favourite
A bright living room features large windows allowing natural light to fill the space. A cozy sectional sofa is complemented by a decorative throw pillow. A circular wooden coffee table is situated in the center, with a small plant placed on top. A piece of wall art adds visual interest.
Home in Bradenton
5 out of 5 average rating, 10 reviews

The Riverview Nook in Downtown!

Stylish 2 bed, 2.5 bath cottage, walking distance to the beautiful Manatee river and historic downtown Bradenton. Only a 20 minute drive to Anna Maria Island and neighbors major cities, Tampa and Sarasota. A cozy house, with stunning professional interior design. Clean-ability was highly prioritized with this home, with virtually every surface, from the couch covers to the duvet inserts being washable, or bleach-able. Be advised the third bed is a pullout bed in the living room!

Top guest favourite
An aerial view reveals the vibrant community surrounding this vacation rental, with colorful buildings and lush palm trees. The coastline stretches in the distance, showcasing the beach's sandy shoreline and turquoise waters, while the local neighborhood features a mix of residential and commercial structures.
Townhouse in Siesta Key
4.98 out of 5 average rating, 54 reviews

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.

Guest favourite
The studio features a modern kitchen with white cabinetry and a large countertop. A flat-screen TV is mounted on the wall, and natural light enters through sliding glass doors that lead to the private garden. A compact dining table and a plush blue ottoman add functionality.
Apartment in Sarasota
4.97 out of 5 average rating, 125 reviews

Modern Studio · 5 min from Siesta Beach

Stylish ground-floor studio designed for couples or solo travelers, just a 5-minute drive from world-famous Siesta Key Beach. A great choice if you’re looking for a calm, well-located space with thoughtful comfort. Pet-friendly stay – $10 one-time pet fee per booking, unlimited pets. An ideal base for beach days, local dining, or a relaxed Florida getaway. About 1 mile from the property, guests may also enjoy access to a beautiful community pool that is heated.

Guest favourite
Home in Siesta Key
4.84 out of 5 average rating, 44 reviews

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

Enjoy a relaxing Siesta Key getaway in this spacious 2-bedroom vacation rental, just a 3-minute walk to the world-famous Siesta Key Beach and steps from Siesta Key Village’s dining, shopping and nightlife. Unwind by the shared pool, enjoy the BBQ area and make use of fast WiFi, a dedicated workspace, a full kitchen and free parking. Pet-friendly and perfect for families, couples or small groups seeking sun, comfort and convenience.

Top guest favourite
A bright living area features large glass sliding doors that open to a balcony with ocean views. The space includes a cozy sofa, a sleek dining area, and a kitchen with modern appliances. Natural light fills the room, enhancing its airy feel.
Apartment in Siesta Key
4.97 out of 5 average rating, 33 reviews

Oceanview Penthouse |1-Min Walk to Beach + Terrace

Now available New Years (had cancellation)Penthouse Aqualina Ocean view luxury penthouse. Breathtaking views from private 400sqft terrace! 20 steps from grounds to Americas best beach. Impeccably and fully renovated in 2023. 4-minute golf cart or free trolley ride to shopping dining and entertainment in Siesta Key Village. Travelers agree, this is the top ocean-view rental on Siesta Key! Book an escape today!

Top guest favourite
Home in Sarasota
4.98 out of 5 average rating, 151 reviews

Sunny Paradise w/Pool&HotTub 5 min to Siesta Key!

Family-Friendly 3BR Home w/ Private Heated Pool, Hot Tub & Backyard– Near Siesta Key! Located just minutes from world-famous beaches, and a wide variety of dining, shopping, and entertainment options, this home is the perfect base for your Sarasota vacation. Whether you’re planning a family trip, a couples’ retreat, or a friends’ getaway, you’ll love the blend of comfort, convenience, and fun!

Superhost
A private heated pool is set within a screened enclosure, featuring serene blue water reflecting natural light. Surrounding lounge chairs offer comfort for relaxation, while the adjacent patio area provides space for outdoor dining, enhancing the inviting atmosphere of the space.
Home in Sarasota
4.78 out of 5 average rating, 218 reviews

The Gulfside Oasis - Pool, Space & Florida Charm

Step into relaxed coastal luxury at this beautifully 3 bedroom, 2 bath private pool home, where sunshine, comfort, and effortless Florida Living come together. Whether you're here for sun-filled beach days, poolside relaxation, or a longer Sarasota Stay, this home offers the space, style, and ease to make it feel effortless.

Superhost
A spacious living area includes a comfortable sofa and a dining table set for four. Natural light brightens the room through large windows, reflecting off a mirrored wall. The decor features soft tones and a patterned area rug beneath a coffee table.
Apartment in Siesta Key
5 out of 5 average rating, 3 reviews

Midnight Cove II 533F: Pristine Condo Near Beach

Welcome to Midnight Cove II 533F! This pristine 2-bedroom, 1.5-bathroom condo is your perfect escape on beautiful Siesta Key. Located just steps from our dedicated beach access, you can enjoy a delightful sand-in-your-toes experience while exploring our vibrant local community, filled with shopping, dining, art, and culture.

Popular amenities for Palm Island holiday rentals

  1. Airbnb
  2. United States
  3. Florida
  4. Sarasota County
  5. Siesta Key
  6. Palm Island