Vacation Rentals By Owner In Siesta Key, FL

$514.59

Lovely 3bd condo near the beach (AN795)

Siesta Key, Florida, United States

Our 3 bedroom, 2 bathroom, private vacation condo is a great option for anyone wanting a home base to enjoy the best of all that Siesta Key has to offer.brAnchorage Resort Condobr3 bedrooms / 2 bathroomsbrSleeps up to 8brSpacious Balcony overlooking Northern Siesta KeybrThird Floor Condo above the treetopsbrFully equipped Kitchen with seating for 6 at the dining tablebrBeach Supplies include- Chairs, Umbrella, Cooler, Beach TowelsbrbrbrGuests staying at The Anchorage on Siesta Key have access to America’s #1 beach.brbrEasily accessible by one of two bridges connecting to the mainland of Sarasota, Siesta Key is an 8-mile long, crescent-shaped barrier island with four main areas – Siesta Beach, Crescent Beach, Turtle Beach, and Siesta Key Village.brbrbrREFUNDABLE DAMAGE DEPOSIT: $300 will be added to total as a refundable damage deposit. This amount will be refunded after the check out, if no damage to the property has been detected during your stay.brCommunity Pool- Largest pool on the Key!brGated CommunitybrSiesta Key Trolley- free pickup in front of the resort entrancebrPrivate Beach access to Crescent Beach across the street

3

Bed

2

Bath

8

Sleeps

$404.49

/ Nightly

Private Vacation Home

Key Life Beach l Shared Pool, Walk to the Beach!

Siesta Key, Florida, United States

Key Life Beach | Shared Heated Pool & Coastal Retreatbrbr Why You'll Love This HomebrStep into a freshly remodeled retreat where sun-drenched spaces meet modern luxury. Relax by your shared heated pool, savor the coastal breeze, and unwind in an atmosphere designed for comfort and connection. Every detail, from the open living areas to serene bedrooms, invites you to make memories that linger long after your stay.brbr ‍ ‍ Perfect ForbrFamilies, friend groups, or couples seeking a stylish, private beachside escape.brbr ️ Imagine ThisbrWake to golden sunlight streaming through windows. Morning coffee on the poolside patio warms your hands as you listen to Siesta Key come alive. By afternoon, everyone gathers for games, swims, or a leisurely nap in the bright, airy bedrooms. Evenings invite starlit swims and alfresco dinners, where the gentle Florida breeze carries the scent of salt and sea.brbr Where You'll Sleepbr• Bedroom 1: King Bed, Twin Trundle Bed, Ensuite Bath, TVbr• Bedroom 2: King Bed, Shared Bath, TVbrbr Explore the Areabr • 0.2 Miles to Crescent Beach, Known for Its Powdery White Sand and Turquoise Watersbr • 0.5 Miles to Crescent Village with Shops and Diningbr • 2.3 Miles to Siesta Public Beach Park and Scenic Walking Trailsbr • 3.1 Miles to Siesta Key Village with Additional Dining and Shoppingbr • Ride the Free Siesta Key Breeze Trolleybrbr⌛ Don't wait—this home books fast. Your reservation includes peace of mind with our 6-hour deep clean and 35-point inspection.brbr Need to Know: This home is part of a duplex unit and includes access to the left side of the building and the shared backyard pool area. The pool is heated seasonally from November 15–April 15. Shared elements may include walls, ceilings, outdoor space, and/or amenities. Please contact us for details about shared access or to inquire about booking the entire duplex.

Bed

Bath

Sleeps

$405.31

/ Nightly

Private Vacation Home

Key Life Reef l Semi-Private Pool, Walk to the Beach!

Siesta Key, Florida, United States

Key Life Reef | Shared Heated Pool & Coastal Escapebrbr Why You'll Love This HomebrRelax in a freshly remodeled, sunlit retreat where comfort meets coastal charm. Lounge by the shared heated pool, enjoy alfresco meals under the Florida sun, and step inside to airy spaces filled with modern touches that make every moment feel effortless and rejuvenating.brbr ‍ ‍ Perfect ForbrFamilies, friend groups, or couples seeking a serene, stylish beachside duplex.brbr ️ Imagine ThisbrMornings begin with sunlight filtering through bright windows, filling the living space with warmth. You sip coffee from your Keurig while the gentle hum of the shared pool nearby sets a calming tone. Afternoons drift by with laughter as guests gather for board games, swims, or a quiet read on the patio. As evening falls, the pool glistens under the sunset, creating the perfect backdrop for a relaxed dinner and conversation.brbr Where You'll Sleepbr• Bedroom 1: King Bed, Twin Trundle Bed, Ensuite Bath, TVbr• Bedroom 2: King Bed, Shared Bath, TVbrbr Explore the Areabr • 0.2 Miles to Crescent Beach, Known for Its Powdery White Sand and Turquoise Watersbr • 0.5 Miles to Crescent Village with Shops and Diningbr • 2.3 Miles to Siesta Public Beach Park and Scenic Walking Trailsbr • 3.1 Miles to Siesta Key Village with Additional Dining and Shoppingbr • Ride the Free Siesta Key Breeze Trolleybrbr⌛ Don't wait—this home books fast. Your reservation includes peace of mind with our 6-hour deep clean and 35-point inspection.brbr Need to Know: This home is part of a duplex unit and includes access to the right side of the building and the shared backyard pool area. The pool is heated seasonally from November 15–April 15. Shared elements may include walls, ceilings, outdoor space, and/or amenities. Please contact us for details about shared access or to inquire about booking the entire duplex.

Bed

Bath

Sleeps

$356.08

/ Nightly

Condo

Premium 2bd condo close to the beach (AN803)

Siesta Key, Florida, United States

Siesta Key Location.brJanuary - April: per HOA rules only Saturday to Saturday stay is allowed and no other departure or arrival date can be accommodated.brbrThis striking 8th-floor vacation home is sure to change how you vacation forever! With 2 bedrooms and 2 bathrooms, you and your guests will be staying in pure relaxation for your visit. Just minutes from the beach, you’ll be ready to dip your toes into the water and enjoy all that Florida has to offer.brbrTo begin, the living room is cozy and inviting with couches centered around a TV. Binge your favorite TV shows or gaze out of the glass windows onto the stunning view below. The living room and patio soon become one as you open up the sliding glass doors and invite the salty ocean air in. The kitchen is where you’ll be able to cook up delicious meals! All the necessities of home are right in your very own vacation home! Each room here is large, private and intimate. The master bedroom has a king bed along with an ensuite bathroom and patio access. The guest room boasts another king-size bed, perfect for guests who come along. No matter which room you decide to call yours, you can bet that you’ll be getting a great night's sleep.brbrThis vacation home also comes with access to many amenities. Stay all day at the pool or play endless rounds of tennis and shuffleboard. Take a walk to the beach or stick around and walk the Intracoastal waterways. The only way you can experience this for yourself is to book now! Experience Siesta Key like never before!brbrbrbrGuests staying at The Anchorage on Siesta Key have access to America’s #1 beach.brbrEasily accessible by one of two bridges connecting to the mainland of Sarasota, Siesta Key is an 8-mile long, crescent-shaped barrier island with four main areas – Siesta Beach, Crescent Beach, Turtle Beach, and Siesta Key Village.brbrbrREFUNDABLE DAMAGE DEPOSIT: $300 will be added to total as a refundable damage deposit. This amount will be refunded after the check out, if no damage to the property has been detected during your stay.brCommunity Pool- Largest pool on the Key!brGated CommunitybrSiesta Key Trolley- free pickup in front of the resort entrancebrPrivate Beach access to Crescent Beach across the street

Bed

Bath

Sleeps

$346.59

/ Nightly

Condo

Extraordinary 2bd condo near the beach (AN804)

Siesta Key, Florida, United States

Siesta Key Location.brJanuary - April: per HOA rules only Saturday to Saturday stay is allowed and no other departure or arrival date can be accommodated.brbrLet adventure take the front seat as you explore the beautiful beaches of Siesta Key. Stay in this gorgeous 2 bedrooms, 2 bathroom home just minutes from the water and live your dream vacation. From beautiful views to abundant amenities, this home has it all!brbrThe 2 bedrooms and 2 bathrooms in this home are fit for royalty. Perfectly decorated with bright colors, you’ll feel as though you have stepped into a tropical paradise. The master has a king bed, patio access, and gorgeous views. Fall asleep to the ocean breeze and let utter relaxation take over here. The guest bedroom has a queen bed, patio access and is the perfect oasis for anyone! The best parts of this home are the expansive living quarters. The kitchen is gorgeous with granite countertops and plenty of counter space. Whip up your favorite meals, snacks, and desserts right in the comfort of your own vacation home. The kitchen overlooks the dining and living room where memories will be made and shared. The living room provides a place to rest after a day in the sun. This sun-filled room transforms into an indoor/outdoor space as you open up the sliding glass doors. Enjoy the views right from the comfort of your very own couch! A balcony is a place where you can enjoy the views, sunsets and live the Florida lifestyle you know and love.brbrMaster Bedroom - One King Bed / Attached Bathroom / Walk-in ShowerbrBedroom 2 - One Queen BedbrbrbrGuests staying at The Anchorage on Siesta Key have access to America’s #1 beach.brbrEasily accessible by one of two bridges connecting to the mainland of Sarasota, Siesta Key is an 8-mile long, crescent-shaped barrier island with four main areas – Siesta Beach, Crescent Beach, Turtle Beach, and Siesta Key Village.brbrbrREFUNDABLE DAMAGE DEPOSIT: $300 will be added to total as a refundable damage deposit. This amount will be refunded after the check out, if no damage to the property has been detected during your stay.brCommunity Pool- Largest pool on the Key!brGated CommunitybrSiesta Key Trolley- free pickup in front of the resort entrancebrPrivate Beach access to Crescent Beach across the street

2

Bed

2

Bath

4

Sleeps

$340.11

/ Nightly

Condo

Comfortable 2bd condo close to the beach (AN794)

Siesta Key, Florida, United States

Siesta Key Location.brJanuary - April: per HOA rules only Saturday to Saturday stay is allowed and no other departure or arrival date can be accommodated.brbrWelcome to this 2 bedroom 2 bathroom vacation home located in the heart of Siesta Key. Bright whites, tropical splashes and relaxation is what this vacation home is all about. As you enter this condo you are greeted by a feeling of serenity. While the tropical colors make you feel serene, the gorgeous natural light gives you energy for your vacation.brbrEnter this home and you are greeted with the spacious living room which features a cozy couch, TV and a dining room table. The openness of the floor plan allows for entertaining, family dinners, and memories. The kitchen is where the chef of your home will be! White cabinets and colors make it feel large with plenty of counter space and a great view of the balcony. Whether you decide to cook a holiday meal here or just a quick midnight snack, you’ll be happy either way!brbrThe 2 bedrooms and 2 bathrooms in this home are the perfect addition to your vacation. Complete privacy awaits you and your guests at opposite sides of the house. The guest room features 2 full beds as well as a bathroom. The master features a king and another ensuite bathroom - both of which offer total privacy. Each bedroom has a tropical motif adding to the Florida feel of this condo! This property is unmatched in amenities too. A huge pool, fitness center, sport courts and beautiful views are there for you to use anytime you need. Book your stay today and experience it for yourself!brbrbrGuests staying at The Anchorage on Siesta Key have access to America’s #1 beach.brbrEasily accessible by one of two bridges connecting to the mainland of Sarasota, Siesta Key is an 8-mile long, crescent-shaped barrier island with four main areas – Siesta Beach, Crescent Beach, Turtle Beach, and Siesta Key Village.brbrbrREFUNDABLE DAMAGE DEPOSIT: $300 will be added to total as a refundable damage deposit. This amount will be refunded after the check out, if no damage to the property has been detected during your stay.brCommunity Pool- Largest pool on the Key!brGated CommunitybrSiesta Key Trolley- free pickup in front of the resort entrancebrPrivate Beach access to Crescent Beach across the street

Bed

Bath

Sleeps

$851.43

/ Nightly

Private Vacation Home

Key Life Living l Private Heated Pool & 5 Minute Walk to Crescent Beach

Siesta Key, Florida, United States

Key Life Living | Private Heated Pool & Beachside Duplexbrbr Why You'll Love This HomebrStep into an expansive, newly remodeled retreat where space, style, and coastal charm blend seamlessly. With a private heated pool, multiple living areas, and thoughtful touches throughout, Key Life Living offers the ultimate setting for connection, relaxation, and sun-soaked memories.brbr ‍ ‍ Perfect ForbrLarge families, multi-generational groups, or friends traveling together who want both privacy and shared space.brbr ️ Imagine ThisbrYou wake to the Florida sun illuminating four spacious bedrooms. Children and adults alike gather by the heated pool, diving into a refreshing morning swim while the aroma of fresh coffee fills the air from the Keurig. Midday invites a leisurely lunch at the poolside dining area or a stroll to nearby Crescent Beach of Siesta Key. As the day winds down, everyone finds their favorite nook in the airy living spaces to unwind, share stories, or watch the sunset shimmer across the water.brbr Where You'll Sleepbr• Bedroom 1: King Bed, Twin Trundle Bed, Ensuite Bath, Key Life Beach, TVbr• Bedroom 2: King Bed, Twin Trundle Bed, Ensuite Bath, Key Life Reef, TVbr• Bedroom 3: King Bed, Shared Bath, Key Life Beach, TVbr• Bedroom 4: King Bed, Shared Bath, Key Life Reef, TVbrbr Explore the Areabr • 0.2 Miles to Crescent Beach, Known for Its Powdery White Sand and Turquoise Watersbr • 0.5 Miles to Crescent Village with Shops and Diningbr • 2.3 Miles to Siesta Public Beach Park and Scenic Walking Trailsbr • 3.1 Miles to Siesta Key Village with Additional Dining and Shoppingbr • Ride the Free Siesta Key Breeze Trolleybrbr⌛ Don't wait—this home books fast. Your reservation includes peace of mind with our CottageClean™ program: a 6-hour deep clean and 35-point inspection.brbr Need to Know: This home is a combination of two units: Key Life Beach (1127) and Key Life Reef (1129). Each cabana has its own private entrance and does not share indoor living space. Guests have access to the pool, which is heated seasonally from November 15–April 15. Contact us directly for more information about spaces or to reserve individual cabanas.

4

Bed

4

Bath

12

Sleeps

$347.42

/ Nightly

Condo

Premium 2bd condo close to the beach (AN802)

Siesta Key, Florida, United States

Siesta Key Location.brJanuary - April: per HOA rules only Saturday to Saturday stay is allowed and no other departure or arrival date can be accommodated.brbrYour vacation begins as soon as you step into this gorgeous vacation home located in Siesta Key! With 2 bedrooms and 2 bathrooms, you and your guests all have a slice of paradise to call your own for your stay here. This corner unit vacation home is truly spectacular and will have you coming back time and time again.brbrNeutral colors fill the main living space, letting the natural light decorate the walls with its warmth and glow. The views from this 7th floor vacation home are unmatched, allowing for sunrise coffee to be extra special. The living room is the perfect canvas to enjoy conversation and the natural views of Siesta Key! Enjoy your private patio that gives you unobstructed views of the intracoastal waterways as well. The kitchen here is where you can cook up anything you desire, no matter what time. From flan to cereal, anything goes! Each bedroom here is also special in its own way. The master bedroom has a king bed, patio access, and so much more. The guest bedroom has 2 double beds, patio access, and an ensuite bathroom as well. No matter which room you decide to call home, you’ll be sure to be comfortable.brbrExploring the property is also a fun adventure with all of its amenities! Swim and splash all day in the gorgeous pool just steps from the front door. Take a quick walk to the beach too where you can watch the sunsets that can only be described as incredible. Now is your chance to live your dream vacation! Book today!brbrbrGuests staying at The Anchorage on Siesta Key have access to America’s #1 beach.brbrEasily accessible by one of two bridges connecting to the mainland of Sarasota, Siesta Key is an 8-mile long, crescent-shaped barrier island with four main areas – Siesta Beach, Crescent Beach, Turtle Beach, and Siesta Key Village.brbrbrREFUNDABLE DAMAGE DEPOSIT: $300 will be added to total as a refundable damage deposit. This amount will be refunded after the check out, if no damage to the property has been detected during your stay.brCommunity Pool- Largest pool on the Key!brGated CommunitybrSiesta Key Trolley- free pickup in front of the resort entrancebrPrivate Beach access to Crescent Beach across the street

2

Bed

2

Bath

6

Sleeps

$346.93

/ Nightly

Condo

Gorgeous 2bd condo close to the beach (AN801)

Siesta Key, Florida, United States

Siesta Key Location.brJanuary - April: per HOA rules only Saturday to Saturday stay is allowed and no other departure or arrival date can be accommodated.brbrIn quaint Siesta Key you’ll find gorgeous beaches, beautiful views and this amazing vacation home! Boasting 2 bedrooms and 2 bathrooms, this home is the quintessential property for anyone looking to escape reality. Beautiful 7th floor views are just a bonus!brbrTo begin, the living room here flows in and outdoors when you open the sliding glass doors. You can enjoy the salty ocean air right from your own living room. This space overflows into the patio where morning coffee can be enjoyed everyday as you watch the quiet ocean waves come in. The living room also flows into the fully stocked kitchen. Stocked with the necessities of home, you’ll be able to whip up your favorite meals in no time. As you explore more into the home, you’ll run into both bedrooms on either side of the condo. The master bedroom has a king bed, patio access, and an ensuite bathroom. The guest bedroom has 2 queen beds, each made for rest and relaxation. No matter which you choose, you’ll find yourself rested and ready for a day at the beach.brbrYou can’t forget to enjoy all the amenities that this property has to offer. Swim all day long at the pool and then try your hand at shuffleboard or tennis. Enjoy the intracoastal walking trails where you can enjoy gorgeous views of the water. Book your stay today and let the sunshine of Siesta Key rejuvenate you today!brbrbrGuests staying at The Anchorage on Siesta Key have access to America’s #1 beach.brbrEasily accessible by one of two bridges connecting to the mainland of Sarasota, Siesta Key is an 8-mile long, crescent-shaped barrier island with four main areas – Siesta Beach, Crescent Beach, Turtle Beach, and Siesta Key Village.brbrbrREFUNDABLE DAMAGE DEPOSIT: $300 will be added to total as a refundable damage deposit. This amount will be refunded after the check out, if no damage to the property has been detected during your stay.brCommunity Pool- Largest pool on the Key!brGated CommunitybrSiesta Key Trolley- free pickup in front of the resort entrancebrPrivate Beach access to Crescent Beach across the street

2

Bed

2

Bath

6

Sleeps

$330.38

/ Nightly

Condo

Awesome 2bd condo near the beach (AN799)

Siesta Key, Florida, United States

Siesta Key Location.brJanuary - April: per HOA rules only Saturday to Saturday stay is allowed and no other departure or arrival date can be accommodated.brbrA stone's throw from the Siesta Key beaches lies this gorgeous 2 bedroom 2 bathroom condo! Perfectly furnished and very picturesque, this home is set to take your vacation to the next level. Along with the necessities of home, you will also be enchanted by the luxuries of vacation when staying here.brbrAs you enter the home, you can take a peek at the amazing chef’s kitchen. Updated cabinetry and granite countertops outline the kitchen making it the perfect spot to whip up a great meal! Whether you’re cooking for 2 or 10, you can do it all right here. As you walk into the home, you immediately notice the gorgeous view. As you slide the glass doors open, the ocean breeze will hit your face and you’ll soon realize you’re in paradise. The living room is great for conversation, movie nights and so much more. Blue furnishings warm the space up making it feel tropical and sophisticated. Each bedroom here is ultra private and luxurious. The guest bedroom has 2 queen beds, perfect for when guests come and stay. The master boasts a king bed fit for royalty. Patio access is also off of the master bedroom so you can always have an ocean breeze!brbrAs you enjoy the inside of this home, be sure to explore the luscious property. Lush greenery surrounds the condo making it feel tropical yet always keeping you cool. Enjoy the pool amenities along with gorgeous views of the intracoastal waterways. Book your stay today and enjoy all of what Florida has to offer!brbrbrGuests staying at The Anchorage on Siesta Key have access to America’s #1 beach.brbrEasily accessible by one of two bridges connecting to the mainland of Sarasota, Siesta Key is an 8-mile long, crescent-shaped barrier island with four main areas – Siesta Beach, Crescent Beach, Turtle Beach, and Siesta Key Village.brbrbrREFUNDABLE DAMAGE DEPOSIT: $300 will be added to total as a refundable damage deposit. This amount will be refunded after the check out, if no damage to the property has been detected during your stay.brCommunity Pool- Largest pool on the Key!brGated CommunitybrSiesta Key Trolley- free pickup in front of the resort entrancebrPrivate Beach access to Crescent Beach across the street

2

Bed

2

Bath

6

Sleeps

$338.96

/ Nightly

Condo

Terrific 2bd condo near the beach (AN798)

Siesta Key, Florida, United States

Siesta Key Location.brJanuary - April: per HOA rules only Saturday to Saturday stay is allowed and no other departure or arrival date can be accommodated.brbrWelcome to this pristine 2 bedroom, 2 bathroom home located in gorgeous Siesta Key! Just minutes from the beach, this vacation home offers unmatched views and amenities that will have you relaxing the minute you get here. All you have to do is pack your suitcase and get here today!brbrThe bedrooms in this home are immaculate with plenty of space for all of your guests. The master bedroom has a king bed and a 55'' TV along with an ensuite bathroom featuring a custom walk-in marble shower and marble vanity. The guest bedroom features two queen beds and has direct balcony access. Both places are perfect to call home for your vacation!brbrThe living spaces are where most of your time will be spent. The living room is the best place to curl up with a book while you open the sliding glass doors and enjoy the cool ocean breeze. The couches provide refuge after a day well spent in the sun. The living room features a huge 65'' TV. The kitchen is where you can refuel each and every day after beach and pool time. A quick beach snack or evening meal can be prepared here anytime!brbrThis rental is freshly painted and has new wood flooring throughout (no carpeting) along with new noise-canceling slider doors.brbrWhile you head to the beach, be sure to take advantage of the many amenities offered here! First, lay out by the pool or take a walk around the trails enjoying the intracoastal water views. You can also play a game of tennis or shuffleboard by the sport courts. Whatever you choose, you are sure to have an incredible time here. Book your stay today and experience the white sandy beaches of Siesta Key!brbrbrGuests staying at The Anchorage on Siesta Key have access to America’s #1 beach.brbrEasily accessible by one of two bridges connecting to the mainland of Sarasota, Siesta Key is an 8-mile long, crescent-shaped barrier island with four main areas – Siesta Beach, Crescent Beach, Turtle Beach, and Siesta Key Village.brbrbrREFUNDABLE DAMAGE DEPOSIT: $300 will be added to total as a refundable damage deposit. This amount will be refunded after the check out, if no damage to the property has been detected during your stay.brCommunity Pool- Largest pool on the Key!brGated CommunitybrSiesta Key Trolley- free pickup in front of the resort entrancebrPrivate Beach access to Crescent Beach across the street

2

Bed

2

Bath

6

Sleeps

$361.17

/ Nightly

Condo

Premium 2bd condo close to the beach (AN797)

Siesta Key, Florida, United States

Siesta Key Location.brJanuary - April: per HOA rules only Saturday to Saturday stay is allowed and no other departure or arrival date can be accommodated.brbrWarm natural light fills this home making it the vacation oasis you have always dreamed about! With 2 bedrooms and 2 bathrooms, everyone has plenty of space to call their own on your tropical vacation. In just a few short minutes, you can also be at the beach soaking up the warm Florida sun.brbrEnter this home and enter into pure bliss. Both the master and guest bedrooms have walk in closets and are filled with natural light making the spaces feel large yet peaceful. The master bedroom has a king bed and ensuite bathroom. The guest room has 2 queen beds with the hall bathroom outside the bedroom door. The living spaces here are the perfect places to gather after a long day at the beach or in the sun. The living room has a gorgeous view with plenty of space for conversation and relaxation. If you want to relax, grab your favorite book and enjoy sunrise or sunset on the large outdoor balcony. Take a peek in the outdoor closet and find beach floats, boogie boards and other surprises for you to use on your vacation.brbrbrGuests staying at The Anchorage on Siesta Key have access to America’s #1 beach.brbrEasily accessible by one of two bridges connecting to the mainland of Sarasota, Siesta Key is an 8-mile long, crescent-shaped barrier island with four main areas – Siesta Beach, Crescent Beach, Turtle Beach, and Siesta Key Village.brbrbrREFUNDABLE DAMAGE DEPOSIT: $300 will be added to total as a refundable damage deposit. This amount will be refunded after the check out, if no damage to the property has been detected during your stay.brCommunity Pool- Largest pool on the Key!brGated CommunitybrSiesta Key Trolley- free pickup in front of the resort entrancebrPrivate Beach access to Crescent Beach across the street

2

Bed

2

Bath

6

Sleeps

$326.05

/ Nightly

Condo

Terrific 2bd condo near the beach (AN796)

Siesta Key, Florida, United States

Siesta Key Location.brJanuary - April: per HOA rules only Saturday to Saturday stay is allowed and no other departure or arrival date can be accommodated.brbrYour dream vacation awaits you inside this gorgeous condominium located in beautiful Siesta Key. Enter this condo and you’re greeted by bright natural light, plenty of space, and beautiful views. The living spaces here are cozy yet spacious, providing a place for rest and relaxation. The living room is outlined with couches, providing you a space to kick back after a long day on the beach. The dining room leads to the kitchen where you can whip up gourmet meals on a moment's notice. With all the necessities, you’ll be making meals for your loved ones in no time. brbrBoth bedrooms here provides you and your guests with the perfect night's sleep. The master bedroom has a king bed while the guest bedroom has 2 twins. No matter which room you choose, you’ll be sure to fall into a peaceful sleep each and every night. brbrAlong with these 2 bedrooms and 2 bathrooms, you’ll get plenty of entertainment when you stay in this condo. With gorgeous porches overlooking the intracoastal waters, you’ll be able to spend all day soaking up the sun. You can also visit the clubhouse which has an amazing pool, fitness center, and so much more! When you book your stay, you’ll feel right at home, just steps away from the beaches of Siesta Key!brbrbrGuests staying at The Anchorage on Siesta Key have access to America’s #1 beach.brbrEasily accessible by one of two bridges connecting to the mainland of Sarasota, Siesta Key is an 8-mile long, crescent-shaped barrier island with four main areas – Siesta Beach, Crescent Beach, Turtle Beach, and Siesta Key Village.brbrbrREFUNDABLE DAMAGE DEPOSIT: $300 will be added to total as a refundable damage deposit. This amount will be refunded after the check out, if no damage to the property has been detected during your stay.brCommunity Pool- Largest pool on the Key!brGated CommunitybrSiesta Key Trolley- free pickup in front of the resort entrancebrPrivate Beach access to Crescent Beach across the street

2

Bed

2

Bath

4

Sleeps

$352.11

/ Nightly

Condo

Extraordinary 2bd condo near the beach (AN805)

Siesta Key, Florida, United States

Siesta Key Location.brJanuary - April: per HOA rules only Saturday to Saturday stay is allowed and no other departure or arrival date can be accommodated.brbrOpen up the sliding glass doors and enjoy the amazing view this home has to offer. Feel the salty ocean air on your skin right from your amazing patio. The sliding glass doors open up to the living room which provides a space for relaxation after a day exploring. Binge your favorite TV shows or curl up with your favorite book as you enjoy the view too. The living room flows into both the dining room and kitchen. The kitchen is the best place to whip up a quick snack or a mid-day refuel after being in the sun all day. Whether you’re making a holiday meal or vacation celebration, you’ll be able to make whatever your heart desires. The 2 bedrooms and 2 bathrooms here also provide refuge for guests after a day in the sun. The master bedroom has a king bed while the guest room has 2 queens. Both of these rooms are equally cozy and have patio access, gorgeous views, and private bathrooms. Choose your home away from home for your stay and fall into relaxation.brbrbrGuests staying at The Anchorage on Siesta Key have access to America’s #1 beach.brbrEasily accessible by one of two bridges connecting to the mainland of Sarasota, Siesta Key is an 8-mile long, crescent-shaped barrier island with four main areas – Siesta Beach, Crescent Beach, Turtle Beach, and Siesta Key Village.brbrbrREFUNDABLE DAMAGE DEPOSIT: $300 will be added to total as a refundable damage deposit. This amount will be refunded after the check out, if no damage to the property has been detected during your stay.

Bed

Bath

Sleeps

$326.05

/ Nightly

Condo

Lovely 2bd condo close to the beach (AN792)

Siesta Key, Florida, United States

Siesta Key Location.brJanuary - April: per HOA rules only Saturday to Saturday stay is allowed and no other departure or arrival date can be accommodated.brbrEnter this vacation home and let all of your worries melt away! Begin your vacation at this 2 bedroom 2 bath condo located in sunny Siesta Key. Sleeping a total of 6, this home provides you with all the space you’ll need to enjoy your time here in Florida. Each bedroom in this home provides comfort and relaxation for your stay. The master bedroom has a king bed while the guest bedroom has 2 queen beds (there's even a sofa sleeper as well). No matter where you choose to lie your head at night, you’ll be sure to get plenty of beauty rest here.brbrThe living spaces are a great addition as well. The large living room is perfect for gathering friends and family after a long day at the beach. With plenty of seating, you’ll be able to enjoy endless conversation or late night movie nights. The living room opens up to large sliding glass doors which fill the condo up with natural light. This rental also has a kitchen which is great for those times when you have to whip up a quick beach picnic on a moment's notice. With all the necessities of home, this kitchen is a great addition to your vacation. This condo also has free WiFi for you to use at your convenience.brbrbrGuests staying at The Anchorage on Siesta Key have access to America’s #1 beach.brbrEasily accessible by one of two bridges connecting to the mainland of Sarasota, Siesta Key is an 8-mile long, crescent-shaped barrier island with four main areas – Siesta Beach, Crescent Beach, Turtle Beach, and Siesta Key Village.brbrbrREFUNDABLE DAMAGE DEPOSIT: $300 will be added to total as a refundable damage deposit. This amount will be refunded after the check out, if no damage to the property has been detected during your stay.brCommunity Pool- Largest pool on the Key!brGated CommunitybrSiesta Key Trolley- free pickup in front of the resort entrancebrPrivate Beach access to Crescent Beach across the street

2

Bed

2

Bath

6

Sleeps

$209.27

/ Nightly

Condo

1042 PL - Standard - Escape to Paradise Second Floor Condo

Siesta Key, Florida, United States

2 BR -- 2 BA -- 4 person Max -- Small Garden -- Pond View -- 2nd. Floor Walk Up.brbrThis property is a 30 night minimum.brbrThis 2 bedroom, 2 full bath is a walk up on the gulf side and is just steps from Crescent Beach.brbrThis unit comfortably sleeps 4, with a king bed in the master bedroom and 2 twins in the guest bedroom. brbrThe master bath features a tub/shower combination and the guest bathroom has a corner shower. brbrThe kitchen has been updated with granite counter tops, recessed lighting, along with a breakfast bar and a peek through window into the living area. brbrThe dining area has seating for 4 and flows into the living room that has plenty of comfortable couch seating. The open concept allows the living area to flow seamlessly into the lanai where you can enjoy an additional dinette and views on one of Peppertree's many ponds.brbrThis unit requires outdoor stairs for access and has an in-unit washer and dryer.

2

Bed

2

Bath

4

Sleeps

$278.11

/ Nightly

Condo

1041 PD - Premium Plus - Garden Pool View Retreat

Siesta Key, Florida, United States

2 BR - 2 BA - 4 Person Max - Small Garden - Pool View - 2nd Floor Walk upbrbrThis property is a 30 night minimum.brbrThis 2 bedroom, 2 bath is only steps away from Crescent Beach and is located on the second floor. brThis unit comfortably sleeps 4. brThe master has a king size bed and the guest bedroom has 2 twins. brMaster bath is a tub/shower combination. brThe formal dining area is adjacent to the natural light engulfed living area. brThe lanai provides a beautiful open view of the pool, as well as, an additional outdoor dining and seating area.brThis unit requires outdoor stair access and has an in-unit washer and dryer.brbrApprox. 1100 Sq. Ft. (1200 including the lanai).

2

Bed

2

Bath

4

Sleeps

$230.73

/ Nightly

Condo

1032 PL - Standard Plus - Tropical Oasis Garden Condo

Siesta Key, Florida, United States

2 BR - 1.5 BA - 6 Person Max- Gulfside Small Garden - Pond view - 1st FloorbrbrThis condo is a 30-night minimum.brbrThis 2 bedroom, 1.5 bath is only steps away from Crescent Beach and is located on the 1st floor. brbrThis condo comfortably sleeps 6 guests. br brThere is 1 queen in the master bedroom that is equipped with a 32'' TV for your entertainment. The master bedroom also has a ceiling fan. The master bathroom has a walk-in shower and with grab bars for extra assistance. brbrThe guest bedroom is furnished with 2 twins. The guest half bathroom has a sink and a toilet.brbrThe kitchen is completely updated with stainless steel appliances, recessed lighting, a breakfast bar and is supplied with the necessary items you need for cooking (pots/pans, dishes, utensils) and a 12-cup standard coffee maker but does not have a Keurig.brbrThe living room is well-appointed with a 48'' TV for your entertainment and has a queen size sleeper sofa.brbrThe lanai is incorporated with the living room and you can walk right out to the cool, powdery sand and watch the sun set in the evenings. brbrThere is a full-size washer and dryer in the laundry room area. There is an assigned parking spot located by the front of the building.brbrThis condo has tile throughout and tile in the bedrooms as well.brbrWe offer free Internet access, beach access, tennis courts, state-of-art fitness center, saunas, access to two heated swimming pools and ice machines in both clubhouses for your enjoyment. There is also a fishing pier located on the bayside of our property. No pets are permitted on the property.brbrCondo SummarybrbrBedding:brMaster Bedroom: 1 queenbrGuest Bedroom: 2 twinsbrSleeper Sofa: has a queen size sleep sofabrbrElectronics:brLivingroom: 48'' Flat Panel TVbrMaster Bedroom: 32'' Flat Panel TVbrGuest Bedroom: no TVbrbrBathrooms:brMaster: walk-in shower - with grab bars - without a shower seatbrGuest: no shower - without grab bars - without a shower seatbrbrApprox. 1100 Sq. Ft. (1200 including the lanai).

2

Bed

1

Bath

6

Sleeps

$447.67

/ Nightly

Villa

Villa 59 - Premium Plus - Aloha Kai Vacation Villas

Siesta Key, Florida, United States

Villa 59 at Aloha Kai invites you to kick back and escape the traffic and long lines—no need to leave the property! Enjoy the pristine beach, the refreshing pool, and your fully equipped kitchen, all designed to make your stay effortless and relaxing. The comfortable furnishings and soothing neutral colors create a welcoming atmosphere where you can truly feel at home. Savor your morning coffee on the porch, unwind with an afternoon game of solitaire, or share evening cocktails with guests. Located on Siesta Key, a popular barrier island on Florida’s West Coast, Aloha Kai is a family-friendly gated resort community nestled in the heart of Crescent Beach—the number one rated beach in the continental United States. Known for its bright white quartz sand and emerald-green waters, Siesta Key is one of Florida’s premier vacation destinations. The stunning three-mile stretch of Crescent Beach and the clear waters of the Gulf of Mexico captivate even the most seasoned travelers, offering soul-soothing walks and some of the most magnificent sunsets you will ever see. Aloha Kai provides the perfect setting for a laid-back beach vacation, inviting you to lounge under shaded beach pavilions or relax by the largest pool on Siesta Key.

2

Bed

2

Bath

4

Sleeps

$434.14

/ Nightly

Villa

Villa 40 - Premium Plus - Aloha Kai Vacation Villas

Siesta Key, Florida, United States

New photos coming soon! Villa 40 at Aloha Kai offers the perfect beach getaway. With tile floors, tranquil furnishings, and a beautifully updated bath featuring a walk-in shower, this villa invites you to kick off your shoes and stay awhile. The primary bedroom includes an en suite half bath for added privacy and comfort. Enjoy your morning coffee on the enclosed porch or the open patio before heading to the pool or the beach. The full kitchen boasts plenty of cabinet space and granite counters, making meal preparation a breeze. Located on Siesta Key, a popular barrier island on Florida’s West Coast, Aloha Kai is a family-friendly gated resort community nestled in the heart of Crescent Beach—the number one rated beach in the continental United States. Known for its bright white quartz sand and emerald green waters, Siesta Key is one of Florida’s premier vacation destinations. The stunning three-mile stretch of Crescent Beach and the clear waters of the Gulf of Mexico impress even the most seasoned travelers, offering soul-soothing walks and some of the most magnificent sunsets you will ever see. Aloha Kai is the ideal spot for a laid-back beach vacation, inviting you to lounge under shaded beach pavilions or relax by the largest pool on Siesta Key.

2

Bed

1

Bath

4

Sleeps

Vacation Rentals By Owner In Siesta Key, FL

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