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Get ready for the beautiful beaches and 5 Golf courses! This 3-bedroom, 3-bathroom house is perfect for families or friends to start a relaxing vacation. This vacation home has all the modern conveniences including a fully remodeled modern equipped kitchen, free Wi-Fi, and a TV in all the bedrooms. You're...
Featured review
This is a lovely home, nicely decorated and well-equipped. Wanda and her husband were quite helpful and responded quickly to any questions and concerns. It suited our needs perfectly. We highly recommend...
Key Amenities
About this property
A front row seat for the famous sands and sunsets of Siesta Key Step barefoot directly on to the award-winning, powdery sand of Crescent Beach Two of four bedrooms have gulf views Ideal for families or small groups of up to 8 people Enjoy access to an Olympic-sized pool Fully equipped kitchen Screened...
Featured review
My family, six adults and two young children, had an amazing week at this house on Siesta Key. We loved being able to walk out the door and be on the sand. We made sand castles and swam everyday. It doesn’t...
Key Amenities
About this property
Beautiful 2 Bedroom, 2 Full bath condo. Close to everything, right on Crescent Beach, voted #1 beach twice in the last 5 years. King in the master, 2 full size beds in the second.
Featured review
Our family loved staying here and have already looked into coming back! The location can’t be beat as it is on the first floor of the tower which makes the beach just steps from your door. We enjoyed...
Key Amenities
About this property
Roomy 2 bedroom, 2 full bath condo in prime Siesta Key location. Comfortably furnished living room, dining area, all linens and fully equipped kitchen included, ceiling fans in all rooms, Flat screen tv in living room with DVD player and a flat screen in the master bedroom. Master bedroom has queen-size...
Featured review
The property was nice and comfortable. The children enjoyed the pool that was close to the unit. Owner promptly responds if we had questions.
Distance to beach: 0.2 miles to Siesta Key
Key Amenities
About this property
NEWLY REMODELED - LUXURY WATERVIEW CONDO FOR COUPLES or Families GETAWAY - POOLS, GYM, TENNIS - Walk to beach, town, shopping, top restaurants, live music, and entertainment.Walk out of the front door of this fantastic condo, grab your beach gear and take a short walk and you'll hit the beach...
Featured review
This was our first time back to Siesta Key in 20 years and we loved this condo! The location is right between the two villages, so super easy to grab a trolly to dine or shop. The beach is a pretty short...
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Key Amenities
About this property
Newly renovated 1 bedroom 1 bath condo. West of the trail just north of stickney point. 3/4 of a mile from the south bridge to siesta key. New bathroom and walk in shower. Brand new kitchen and appliances. Laundry facilities on property. Second floor unit. Small storage closet
Key Amenities
About this property
Welcome to our newly renovated two bedroom, one bath, ground floor condo on Siesta Key. Located on the IntraCoastal side there is a waterway on the property. Private access to the beach right across the street. Best of both worlds! Heated pool, tiki bar/grill, and fishing pier on the property. Halfway...
Key Amenities
About this property
MONTHLY RENTAL. Introducing our BEAUTIFUL NEWLY RENOVATED LISTING! Nestled within this premier condominium complex, our home offers direct access to the highly acclaimed Siesta Key Beach without the need to cross any streets.Our home away from home is perfect for those seeking a winter retreat or...
Featured review
To start off with Chris and Jeannie are the best hosts to deal with. Easy going, prompt if anything is needed! They share their lovely home with us vacation lovers visiting literally the #1 Beach-Siesta...
Distance to beach: 0.5 miles to Siesta Key Main Beach
Key Amenities
About this property
Sweet and spacious one bedroom condo in a Siesta Key Luxury Resort Building - Harbor Towers Yacht & Racquet Club. Great view of the historic waterfall in front of building, Palm Trees and Blue Skies and Great Sun Sets. 2 Pools (1 for kids), Fitness Room, , 3 lighted Tennis courts, boat marina, gazebo,...
Featured review
Thank you again, Barbara and Angelo, for providing your vacation home for our annual trip to Siesta Key. November is our favorite month there, with perfect temperatures and a tranquil setting. The property...
Distance to beach: 19 miles to Englewood
Key Amenities
About this property
1,500 sq. Ft. Villa with 3 bedrooms, 2 bathrooms, lanai.The 1,500 sq. ft. villa with 3 bedrooms and 2 full bathroom, lanai and patio is in a friendly neighborhood close to golf courses. A mile from Publix grocery store and 4 miles from convenient Cocoplum Shopping complex.Other nearby amenities...
Distance to beach: 0.0 miles to Siesta Key Main Beach
Key Amenities
About this property
Water views everywhere from this Penthouse condo on Siesta Key! Taxes (13%) already included in my rates. Walk to beach. King bed in bedroom (and a Queen bed in living room if needed). Come and enjoy beautiful weather at the best beach in Florida! Heated Pools, Lighted Har-Tru Tennis Courts, Fitness...
Featured review
what a great find! A bright and lovely penthouse condo in a resort on Siesta Key. Easy walk to the beach, and the new Pickleball courts at the Main beach. Harbor Towers itself had a great pool, marina,...
Distance to beach: 0.3 miles to Siesta
Key Amenities
About this property
Enjoy resort amenities at the Harbor Towers tennis and Yacht club in Siesta key. The building has completed a $13 million dollar structural and cosmetic renovation and is a beautiful building highlighting Siesta key and Midnight Pass. This condo offers the option to play tennis, swim at the pool exercise...
Key Amenities
About this property
Enjoy our 2br 2 bathroom ground floor condo. 30’ to the pool, tennis courts, Weber gas grills, and picnic table . Or cross the street to private deeded beach access on the #1 beach in the US. Enjoy bayside fishing on the fishing deck. 1280 square feet of living space. Roku tv’s and...
Featured review
This is a beautiful condo in Bayside Club resort. A gated community. Well cared for. This condo is just 30 feet from one of the pools, tennis courts and pickle ball courts. It’s a short walk to...
Distance to beach: 0.2 miles to Siesta Key Beach
Key Amenities
About this property
Our adorable unit – Casita Siesta - is located at Gulf & Bay Bayside on Siesta Key, on the bay just south of Sarasota and with private beach access to world-famous Siesta Key Beach. It is a lovely 2 bdr/2 bath unit with a spacious living room and sunny lanai. The master bedroom has full bathroom...
Featured review
The place was very clean. The location was perfect for beach trips and trolleys for visiting the village.
Key Amenities
About this property
Located on siesta Key in Sarasota, FL. The Palm Bay Club has two heated pools both Bayside and Gulfside. A private marina, dock, spa, tennis courts, fitness rooms and is located on Crescent Beach voted number one beach USA 2014Sarasota is located approximately 40 minutes South of Tampa. 1 1/2 hour...
Featured review
Very convenient to ICW and about 1/2 mile to the beach. Very comfortable condo and the owner was very responsive and proactive with the information we needed.
Distance to beach: 0.3 miles to Siesta Beach
Key Amenities
About this property
This 4 bedroom 4.5 bathroom condo with elevator, pool and private beach access. No need to look any further as luxury awaits! This unit can be combined with the adjoining unit for 8 bedrooms total. There is a wonderful outdoor living space with dining table and lounging area, living room, dining area,...
Featured review
Thanks to Stephanie for excellent communication and special thanks to MJ who was very helpful and quickly available during our stay. This condo is beautiful and has an excellent location. It's a 3 minute...
Key Amenities
About this property
This two bedroom(master King bed), second bedroom double bed/ single bed (with pull out trundle) full kitchen, dining, living room and lanai open into living space. Out back you sit on the bay and across the street is number 1 beach in the U.S. Pool heated year round 80 degrees, grill areas and laundry...
Featured review
The owner could not have been nicer. The home is beautiful but does need attention to details like, no ice from icemaker, hot water takes forever to get to kitchen and master bath. Carpet in bedroom needed...
Distance to beach: 0.5 miles to Siesta Key Main Beach
Key Amenities
About this property
Sweet Siesta Key Condo walking distance to #1 Beach in America! Spacious and Quiet One Bedroom with King Bed, Screened Lanai, Wireless Internet, 2 Flat screen TV’s, covered parking space, full kitchen with amazing water filtration system. Easy Walk right over to Siesta Key Main Beach, and their...
Featured review
Perfect location, situated right in the middle of the village and the south bridge. Restaurants and entertainment either way. It's a 2 min walk to the beach. The condo had everything I needed to make my...
Distance to beach: 0.1 miles to Siesta Key Beach
Key Amenities
About this property
Skip the parking hassle — you’re just steps from Siesta Key Beach, consistently ranked #1 in the U.S.This newly upgraded 2-bedroom, 2-bath condo is perfectly located directly across from the beach and minutes from Siesta Key Village. Walk, bike, or hop on the free trolley to reach top...
Featured review
Rented our condo from Christina it was everything she said it was. Condo very nice beds super comfy had a great time there would rent again.
Key Amenities
About this property
Everything is new!Escape to a tropical paradise while staying at this modern 3 bedroom, 2 bathroom, pool house. Beautifully designed private home in North Port, tastefully decorated and furnished.Our home will make you feel at home the minute you enter through the door. It has everything you need,...
Featured review
Our Villa was great. Very clean villa, kitchen well supplied with utensils & appliances. Appliances were modern - worked well. Linens well stocked. Any problem with the villa - sent email to manager...
Key Amenities
About this property
You will fall in love with this condo! Everything you would possibly need is provided. Enjoy relaxing on the lanai in the morning with your coffee or a glass of wine in the evening. Nice beach chairs, beach umbrellas, straw mats, small cooler, swim noodles and a beach bag are all in the condo for your...
Featured review
crescent royal condos was top notch condo 409 was as clean as a surgical room the view was better than I expected beach beyond perfect location perfect if your looking for a great place this is it
Distance to beach: 200 feet to across street
Key Amenities
About this property
2 bedroom gorgeous condo overlooking Siesta Key Beach and Gulf of Mexico. Complex with large community pool, sauna, covered parking, secure gated area. Gas grills, party room, beautiful property. 2 full bathrooms with granite walk in showers and basin, etc. King bed in master with ensuite full bath,...
Featured review
The view onto the beach is spectacular and relaxing. Easy to get to all services and attractions by walking, biking, or free buses. We will be back.
Key Amenities
About this property
Our comfortable and luxurious heated pool home is thoughtfully designed to make everyday living feel effortless, while offering ample space to relax, gather, and enjoy time at home. Inside, the layout flows naturally from room to room, with brand-new tile flooring throughout the main living areas and...
Key Amenities
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Exquisite 3-bedroom, 3-bath waterfront private pool home in South Gulf Cove built in 2022 which sleeps 7 comfortably. Only 15 minutes from the gorgeous sandy beaches of Boca Grande, Englewood, Manasota Key - adventures are boundless! Rotonda Golf & Country Club (10 minutes from SGC) - 5 Golf Courses...
Featured review
Our stay at this beautiful home in South Gulf Cove was absolutely wonderful from start to finish. This tastefully decorated home struck the perfect balance between comfort and style, with thoughtful design...
Distance to beach: 300 feet to Siesta Beach
Key Amenities
About this property
This home has private Siesta Key beach frontage on the prime section of beach, there are no streets to cross or homes between you and the beach. Nearly every room has a full view of the beach and Gulf of Mexico. The entire back of this house opens with stacking glass sliding doors to catch the Gulf breezes...
Featured review
We had a great week despite the heat of summer. This house although dated was clean, cool and comfortable. It was a two minute walk through the back yard to the sand. We had a few minor house keeping...
Key Amenities
About this property
Our 3 bedroom, 3 1/2 bath beach house is located on Siesta Key and is on the gulf side of Beach Road. Our home is a standalone unit on 3 levels with 2 decks, a ground level patio, with a on e car garage. We are directly on Crescent Beach with gulf views and have a private access to the beach. It is...
Featured review
This house was great for our family. It was right on the beach and walking distance to town. It was clean and I don’t think we saw a bug inside the whole time. Great communication with the owner as well....
Key Amenities
About this property
Forget your worries in this spacious and serene space. The house is light and peaceful with a whimsical vibe, we are located in a quiet neighborhood, with a caged lanai, heated pool, on a canal that has one bridge to open water. Enjoy your morning coffee, yoga or fishing on the dock, the sunsets and water...
Featured review
What a beautiful home to enjoy vacation time ! Whether sitting on the dock watching the views seeing fish jump and even saw dolphins swimming was amazing or sitting in the pool or around the pool was so...
Distance to beach: 9 miles to Boca Grande Sandbar
Key Amenities
About this property
This modern waterfront home in South Gulf Cove is perfect for a family get away. The open concept home is bright, open and relaxing. The rooms are large enough to spread out. There is a two car garage and large circle driveway. The living room and dining area open up to screened patio. The pool is heated...
Distance to beach: 9 miles to Boca Grande
Key Amenities
About this property
"Everglade Kiss"3 bed 2 bath 1 car garage villa, quartz kitchen corner tops ,65 inch TV in living room, lanai has 16 jets hot tub , build in BBQ Back yard is shareable.South West Florida's prime boating and beaching communities with the Charlotte Harbor and The Gulf of Mexico minutes...
Distance to beach: 0.7 miles to Siesta Key
Key Amenities
About this property
House of Siesta: our home by the coast. We’re opening our doors not to a regular rental but to our own home, created with love so guests can feel truly at home too. Just 0.7 miles from the #1 beach in the USA and minutes from Siesta Village, it’s spacious, welcoming, and perfect for two families...
Distance to beach: 0.1 miles to Siesta Key
Key Amenities
About this property
Fully renovated penthouse unit! This property seamlessly melds state of the art amenities with casual beachfront living with privacy. Step off of the sugary sands of Siesta Key Beach and right in to this beautifully renovated beachfront condominium with surprisingly expansive gulf views. Sea and sky...
Featured review
I think this is what Heaven must be like.. Our stay here was wonderful! This is a beautifully renovated, clean, and comfortable unit. It is the whole top floor of a two unit building (no elevator; 27 steps...
Key Amenities
About this property
Key Differentiators & Amenities•360 steps to Siesta Key Beach (#1 beach in the US) •Ample parking for RV, boat, and multiple vehicles •EV charging station onsite •Private saltwater pool (fenced backyard) •Pet-friendly: beds, crates, bowls, blankets, waste bags •4...
Distance to beach: 0.3 miles to Siesta Key Beach
Key Amenities
About this property
*Calendar month rentals only***Last minute availability - JANUARY 2026 - $5900 per month plus utilities**December - $6900 per month plus utilities January - $7900 per month plus utilities February - $12,000 per month plus utilities March- $9800 per month plus utilities April and May - $7900...
Featured review
Choose this home for its fantastic location, hosts and amenities - easy walk to the beach or downtown Siesta Key, but feels miles away from the crowds in its tropical setting.The home was perfect for...
Distance to beach: 4 miles to Siesta Key/Crescent Beach
Key Amenities
About this property
This exquisite Coastal House with all brand NEW furnishings has a beachy style with King size beds in ALL 3 bedrooms! It’s conveniently located just 3.8 miles from #1 Siesta Key Beach, only 5 miles to downtown Sarasota, just 7.5 miles to Lido Key Beach/St. Armand's Circle, 2 houses down from...
Featured review
We had a lovely stay at this newly remodeled home in Sarasota. We enjoyed morning coffee on the back patio after a great night's rest in the king size beds (three KING beds--what a bonus!), and we definitely...
Distance to beach: 0.4 miles to Beach access 10 of Siesta Beach
Key Amenities
About this property
*Calendar month rentals only*May-November (7 month lease) - $3000 per month plus utilities and tax. November & December - $6900 per month plus utilities January, February, March, & April - $9800 per month plus utilities50% deposit upon booking, balance 90 days prior for monthly rentals. Check...
Featured review
I loved my two months at Blue Lagoon. It has a great location, near the beach and the village. Palm Island is a great neighborhood, a secluded enclave within Siesta Key. I got to know a lot of my neighbors...
Distance to beach: 0.3 miles to Siesta Key Beach access 10
Key Amenities
About this property
*Calendar month rentals only*May - November (7-month lease) - $2000 per month plus utilities December - $3900 per month plus utilities January - $4900 per month plus utilities February, & March- $5900 per month plus utilities April - $4900 per month plus utilities50% deposit upon booking,...
Featured review
I recently had the pleasure of staying for three months in this cozy bungalow on Palm Island in the heart of Siesta Key. Nestled amidst lush vegetation and just a short walk from the beach and Siesta Key...
Distance to beach: 0.4 miles to Beach access 10 of Siesta Beach
Key Amenities
About this property
*Calendar month rentals only*May-November (7-month lease) - $3000 per month plus utilities December - $6900 per month plus utilities January, February, March, & April - $9800 per month plus utilities50% deposit upon booking, balance 90 prior for monthly rentals. Check the calendar for...
Featured review
It's all about The Lily Patch on Palm Island in the village of Siesta Key!!! We've love it so much that we've signed up again for 2021 (Winter #3) and sent in a donation to the neighborhood HOA this time. Bring...
Distance to beach: 0.5 miles to Siesta Beach access 7
Key Amenities
About this property
*Calendar month rentals only* 2026 Rates May-November (7-month lease) - $3000 per month plus utilities December - $6900 per month plus utilities January $7900 per month plus utilities February & March - $9800 per month plus utilities April - $7900 per month plus utilities50% deposit upon...
Featured review
I am thoroughly enjoying my stay at Siesta Bungalows!!! My place is clean, quiet, and in a fabulous location!! I am about a 5 minute walk to the village and only a 7 min walk from the breathtaking Siesta...
Distance to beach: 0.5 miles to Siesta Key Beach
Key Amenities
About this property
*Calendar month rentals only* 2026 May - November (seven-month lease) - $2000 per month plus utilities December - $3900 per month plus utilities January - $5900 per month plus utilities February & March - $6900 per month plus utilities April - $4900 per month plus utilities50% deposit upon...
Featured review
This studio was perfect for our 4 week stay in Siesta Key! The neighborhood is beautiful and quiet-and everyone we met was so friendly-to us and to our dog! Every day we walked into the Village-where...
Distance to beach: 0.7 miles to Siesta Key Beach
Key Amenities
About this property
**Completely Renovated February 2025** Welcome to island life! Enjoy your own private resort in the heart of the #1 beach in America, Siesta Key!Indulge in the pinnacle of island living at this pristine waterfront home on Siesta Key—a haven where luxury meets natural beauty. In the heart of...
Featured review
5 stars. Wish I could give 10. Beautiful and comfy cozy home, comfortable beds, gorgeous pool, so kid friendly and lovely views from the fire pit. The decor is top notch!! Danielle and Jeb were great-...
Distance to beach: 5 miles to Siesta
Key Amenities
About this property
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...
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Distance to beach: 0.9 miles to Siesta key
Key Amenities
About this property
Comfortable private 3bedroom 2 bath home, open concept floor plan. The master suite is large and open with a sitting area and views of the tropical garden in the back of the house, a full walk in closet and step down shower bath with dual vanities. The next bedroom consist of 2 twin beds with additional...
Featured review
I’ve rented several Siesta Key properties, but this is definitely my favorite. The home is located very close to the public beach down a quiet cul de sac. The neighbors were all friendly and the area...
Key Amenities
About this property
Great house as is renovate december-2024 with new kitchen, toilets, furniture and everything is painted inside the house on Siesta key with pool and kanal. You can do fishing on the backside or have a jetski, boat there. Sometime you can see manates on the kanal. 3 bedroom with 3 bath and a nice heated...
Featured review
This home is in one of the best locations on Siesta Key. It’s a little bit older style of a beach house beds were comfortable outside furniture and inside furniture could use some updating. I think they’re...
Distance to beach: 0.4 miles to Siesta Key Beach
Key Amenities
About this property
Location, location, location!! New pool and spa just completed! Waterfall edge from spa to pool and deck jets. New landscaping with additional seating areas near pool and canal. Also, lots of green space to enjoy too!Canal home in heart of the Siesta Key Village, no need for a car! Steps away...
Featured review
The house was extremely clean and nothing was missing. Loved my stay from beginning to end. Melissa checked in a few times to make sure I was happy. I would stay at this home again. It has raised my bar...
Key Amenities
About this property
Your private Siesta Beach escape! Walk or bike to sand, unwind in the heated saltwater pool or Sauna and bring your furry friends along!Key Differentiators & AmenitiesSought-after Siesta Key Family & Pet friendly location—easy access to the beach, village, shops, restaurants, coffee...
Featured review
The home on Siesta Key is totally amazing in every aspect. The completely updated modern architecture combined with the lush tropical landscape make this an excellent choice to relax and experience...
Key Amenities
About this property
Very private - empty lot across the canal and fenced in. Walk to the islands best restaurants, bars, shops and ice cream parlors. The beach is a short stroll (8 min), use free golf cart taxi or ride provided bikes with tow behind cart! Siesta is well known for its #1 beach in the USA!
Key Amenities
About this property
Immaculate Spacious Florida Home • Located on a premier quiet residential street in Port Charlotte, approximately 6-7 minute drive to the main shopping area and mall. • Pool & Deck area with a Southern Exposure • Three bedroom two bath home. (1 bathroom is a...
Featured review
We couldn't have asked for a better experience as first-time snowbirds! We thoroughly enjoyed everything about our stay in Steve's Port Charlotte home. The home is conveniently located in a quiet and friendly...
Key Amenities
About this property
Discover the perfect balance of comfort, charm, and Florida sunshine in this beautiful home, ideally located just a short stroll from the world-famous Siesta Key Beach and the lively Siesta Village, filled with restaurants, cafés, and boutique shops. Bedrooms & Comfort Left side of the home: • One...
Featured review
A wonderful location on Siesta Key--we loved being able to walk to the Village and easily walk to the beach. The house has an open feeling with a large living/eating/kitchen area. I cooked a good bit...
Key Amenities
About this property
Our little piece of paradise is a one bedroom condominium ideal for couples or young families. We are located at 73 Avenida Messina in unit #7 on the ground floor of the Gulf Holiday Apartments. We are 300 ft. from the Gulf of Mexico and about a five minute walk from the village - known for its shops,...
Featured review
Great place, updated and clean with everything you need! Beach supplies came in handy for trips to the beach. The pool was a great place to go at the end of the day! The office personal were very pleasant...
Distance to beach: 7 miles to Siesta Key Beach
Key Amenities
About this property
Serene, Spacious, & Clean, centrally located in Sarasota & in the beautiful Village Brooke, 1st Floor condo w/ 3 Bed., 2 Full Ba. is Fully Furnished & available for Rent. (Min. 2 mo. lease) This condo is well maintained inside & out; equipped w/ everyday essentials, as well as, having...
Featured review
Village Brooke's location gives easy access to all of the Sarasota area and is a very peaceful and well maintained development. The owners of this unit were super helpful in providing the extra items we...
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