Vacation Rentals By Owner In Sarasota, FL

This home has a fresh spa-like feel with modern touches. The U-shaped house wraps around a large patio with free-form pool. 40 feet of glass doors open onto the 1400 square ft lanai for 100% indoor/outdoor living.The lanai looks into a tropical garden and behind that is an 8 foot fence for total privacy. Two of the bedrooms overlook the pool. The terrazzo granite floors throughout-out the home have been restored and the house is completely updated with new furniture, window treatments, linens. All beds are encased in 'Allergy Armour' mattress bags.brThis is a true pool house. There is no fence between the house and the pool. All the doors, including the living room and kitchen, open directly onto the pool area. If this is a safety concern for you, you may not want to choose this house. The sliders lock and the doors have burglebars on them. Instructions for the burglebars are on a bulletin board behind the front door.brbrThe house is located in a quiet residential neighborhood and a 15 minute walk gets you to Starbucks, a grocery store, Crunch gym and other shopping. brbrWe are four miles from Siesta Key beach which is rated one of the top 10 beaches in the country. It is an easy drive and there is plenty of parking at the beach. There are beach chairs and beach towels at the house.brbrKeywords: Single Family Home 4 bedrooms pool private quiet southgate sarasota siesta key beach

4 BR/3BA Poolhouse is 4 miles from the famous Siesta Key Beach

Sarasota, Florida, United States

Bed

Bath

Sleeps

$118.59

The Sailors Daughter is a very unusual Mid century/contemporary home. With beautiful cross ventilation with the Winter temperatures open doors allow Wonderful breezes to flow through the house. It has an updated air conditioning system and heat to match its unusual modern eclectic interior. It comes with its own clean Fill of it outdoor Jacuzzi. The grill will be scrubbed and ready for your use.

Outdoor shower and wonderful private fenced yard

Sarasota, Florida, United States

Bed

Bath

Sleeps

$505.27

Beachside, spacious 3 bedroom, 2500 square feet, beach townhouse located among the resort community of Sara Sea Circle with direct, private beach access to the world famous (rated #1 in USA) Crescent and Siesta Key Beaches.brbrOur Sara Sea Circle community includes a large heated pool, sand volleyball and shuffleboard courts.brbrThis large 3-floor townhouse very comfortably sleeps eight in:br 1 King Bed: Loft bedroom with full bath -- walk in closetbr 2 Queen Beds: Main level bedroom with full bath -- two large closetsbr 1 Queen Bed: Patio level bedroom with full bath - large closetbrbrOur townhouse includes:br Fully stocked kitchen with Corian countertops and appliancesbr Leather furniture and glass top tablesbr Full size washer and dryerbr 2 car garage with remotebr bicycles | beach floats | beach cart | beach chairs | fishing equipment | beach toys | snorkeling gearbr Large 30' x 30' paver patio with outdoor furniture and grillbr Balcony with furniture off second floorbrbrOur townhouse is located:br Steps from Siesta Key pristine beach! NO crossing busy roads to the beach!br Walking to restaurants, post office, pharmacy, liquor store and shopsbr Short distance to the famous Siesta Key Village with restaurants, shops and nightlifebr Proximity to St. Armand's Circle’s access to restaurants and shops; Sarasota’s access to theaters, museums, galleries and cultural eventsbr One hour to Busch Gardens Theme parkbr Two hours to Disney and Universal Theme parksbrbrThis home and location have something to offer everyone for great vacation memories!

Siesta Key private beach access

Sarasota, Florida, United States

3

Bed

3

Bath

8

Sleeps

$340.5

Relax into island living at this bright Siesta Key waterfront condo, perfectly set on a quiet cove with community dock, water views, and seamless indoor-outdoor space. This property requires a minimum one-month stay.brbrEnjoy mornings on the screened porch, coffee in hand as boats drift by. Spend your days boating, beach-hopping, or walking to nearby dining and Siesta Key favorites — then return to a calm, coastal condo designed for comfort and ease.brbrWith an open living area, updated kitchen, 2 bedrooms and 2 baths, this retreat is ideal for couples, friends, or small families seeking a relaxed yet elevated extended stay.brbr⸻brbrThe Spacebrbr• 2 Bedrooms | 2 Bathroomsbr• Screened waterfront porchbr• Open living & dining area with water viewsbr• Fully equipped kitchen with granite countersbr• Coastal décor, abundant natural lightbrbr⸻brbrSleeping Arrangementsbrbr• Primary Bedroom: King bed, ensuite bathbr• Guest Bedroom: King bed, full bath nearbybrbr⸻brbrOutdoor & Location Highlightsbrbr• Community dock with easy canal accessbr• Boating, kayaking & paddleboardingbr• Close to Siesta Key Beach, dining & shopsbr• Quiet waterfront community near open waterbrbr⸻brbrAmenitiesbrbr• Waterfront / canal-frontbr• Central A/C & high-speed Wi-Fibr• Smart TVsbr• Washer & dryerbr• Assigned parkingbrbr⸻brbrGood to Knowbrbr• Minimum two week rental required (HOA requirement)br• Non-smoking, no pets, no illegal drugs propertybr• No large parties or eventsbr• Best suited for guests seeking a peaceful, extended island stay

Waterfront Siesta Key • Community Dock • Near Beach & Dining • 30 Night Minimum

Sarasota, Florida, United States

Bed

Bath

Sleeps

$337.27

brWelcome to paradise! Nestled on the pristine shores of Siesta Key, this stunning 2-bedroom condo invites you to experience the ultimate beachfront lifestyle. With its prime location directly across from the powdery white sands and crystal-clear waters of Siesta Key Beach, this residence offers a blend of luxury, comfort, and unparalleled coastal charm. I have just updated the property again with some new window treatments and furniture. Top photos are current. Welcome to your slice of paradise! Embraced by the serene shores of Siesta Key, this exquisite 2-bedroom condo beckons you to indulge in the quintessential beachfront experience. Situated mere steps from the renowned Siesta Key Beach, renowned for its powdery white sands and mesmerizing azure waters, this residence epitomizes luxury, comfort, and coastal allure.brbrRecently updated with chic motorized window treatments and stylish furniture, this home exudes contemporary elegance while retaining its timeless coastal charm. From the moment you step inside, you'll be greeted by an atmosphere of relaxation and sophistication, where every detail has been thoughtfully curated to elevate your living experience.brbrWhether you're lounging on the private balcony, savoring breathtaking sunset views, or strolling along the pristine shoreline, every moment spent here promises to be nothing short of magical. Don't miss your chance to make this beachfront oasis your own - schedule a viewing today and let the enchantment of Siesta Key unfold before you.brbrKey Features:brbrBeachfront Bliss: Imagine waking up to the gentle sound of waves and the sun painting the sky with hues of pink and orange. This condo provides direct access to the world-famous Siesta Key Beach, allowing you to enjoy the sand, surf, and breathtaking sunsets at your leisure.brbrChic Interior Design: Step inside your coastal retreat, where a seamless fusion of modern elegance and beach-inspired decor awaits. The open-concept living space is bathed in natural light, creating an inviting atmosphere for relaxation and socializing.brbrGourmet Kitchen: The fully-equipped kitchen is a haven for culinary enthusiasts. Stainless steel appliances, granite countertops, and ample cabinet space make preparing meals a joy. Enjoy breakfast with a view, or entertain guests with a beachside dinner on your private balcony.brbrTwo Serene Bedrooms: Unwind in the comfort of two beautifully appointed bedrooms. The master suite offers panoramic views of Sarasota City, while the second bedroom provides a cozy haven for restful nights.brbrAmenities Galore: Dive into the sparkling community pool, play a game of tennis, all within the condo complex. Whether you seek relaxation or recreation, this property has it all.brbrProximity to Siesta Key Village: Beyond the beach, explore the vibrant Siesta Key Village just a mile away. Or take the trolly which passes directly in front of the building. Discover charming boutiques, indulge in exquisite dining, and immerse yourself in the laid-back island atmosphere.brbrYour dream coastal getaway awaits at this 2-bedroom condo in Siesta Key. Seize the opportunity to make every day a beach day and create lasting memories in this sun-kissed haven.

Newly Renovated 4th Floor Condo Directly Across For The Siesta Key Beach

Sarasota, Florida, United States

Bed

Bath

4

Sleeps

$245.66

This uniquely romantic place has a style of its own.brLocated in the heart of Sarasota, 20 min from Lido beach/Sarasota airport. br2.5 miles from NATHAN BENDERSON PARKbrCompletely separated from the main house , with its own entrance, patio area. brnewly renovated, new appliances, new furniture. brPeaceful, quiet neighborhood . brYou will not be disappointed!brThe guest house offers FULL SIZE KITCHEN, small living room, bedroom, bathroom, washer/dryer in the unit.brFully fenced backyard with an outdoor dining table and a gazebo.brThe bedroom has KING sized bed. brThe sofa in the living room converts into a full size bed. Parking : one car per reservation.

1 bdr Romantic getaway, close to Lido beach

Sarasota, Florida, United States

1

Bed

1

Bath

4

Sleeps

$259.31

Your home away from home on Siesta Key with 2 bedrooms 100 steps to the beach. This fabulous condo features a comfortable king bed, a full bed, and a twin bed, perfect for families or friends traveling together. Guests enjoy two bathrooms, each equipped with a refreshing shower and a hair dryer for convenience. The space stays comfortable year-round with heating and air conditioning. Whether you want to relax indoors or stay active, the fitness room is ready for you. With thoughtful touches like an iron, this brilliant condo makes every stay easy and enjoyable. We hope you enjoy what our place and Sarasota has to offer.

Siesta Key Gulf and Bay Club steps to the white sand beach

Sarasota, Florida, United States

Bed

Bath

5

Sleeps

$416.58

Nestled in Sarasota, this brilliant house offers a cool retreat for guests seeking comfort and space. With three bedrooms, including two king beds and a fun 2 bunk bed kids room, everyone can find their perfect spot to relax. The two bathrooms feature both a shower and a bathtub, making mornings and evenings enjoyable. Guests can also hang out in the cozy living room, which includes a sofa bed for extra sleeping options. Whether you’re unwinding after a day of adventure or simply enjoying some downtime, this home provides a welcoming vibe that makes every stay special. It’s easy to see why you’ll be able to unwind at our place.Washer, dryer, bicycles, chairs, umbrella,beach wagon and much more is included for a comfortable and memorable vacation.

Luxury 3bed/2bath house with heated pool and AC in peaceful Sarasota

Sarasota, Florida, United States

3

Bed

Bath

10

Sleeps

$153.96

Completely renovated studio - a coach house on a lot with another house. New kitchen, new bathroom, new floor, new furniture, freshly painted. Fantastic location in a quiet and beautiful Granada neighborhood, just a mile to Siesta Key, short distance to downtown, Southside Village, many restaurants and Sarasota Memorial Hospital. Sleeps 4: 1 queen bed + 1 sofa sleeper.

Cottage

Studio House in Prime Location - close to Siesta Key Beach and Downtown

Sarasota, Florida, United States

Bed

Bath

Sleeps

$106.33

Discover this marvelous two-bedroom gem in Sarasota. This peaceful townhome features two queen beds, two ensuite bathrooms with showers, and essential amenities like WiFi, AC, and heating. Kick back, relax, and enjoy everything Sarasota and our townhome have to offer. In addition to pools and grilling areas, the townhome community also includes miles of walking/cycling trails for your enjoyment. It is conveniently located minutes from Myakka State Park and Sarasota National Cemetery. Additional popular attractions such as Siesta Key Beach and Village, Jungle Gardens, the Ringling House and Museum, and the University Town Center are a short drive away.

Beautiful 2-bedroom townhome in Sarasota with WiFi, AC, & two pools.

Sarasota, Florida, United States

Bed

Bath

Sleeps

$336.91

Discover coastal living at its finest in this welcoming 2-bedroom, 2-bathroom ground-floor condo, Professionally managed by Gulf Coast Vacation Rentals, nestled within the prestigious Gulf & Bay Club Bayside on Siesta Key, Florida. Upon entry, you'll be greeted by a thoughtfully designed space adorned with coastal-inspired décor and abundant natural light. The open-concept layout seamlessly connects the living, dining, and kitchen areas, creating an inviting space for relaxation and entertaining guests.brbrSliding glass doors open to a delightful screened-in lanai, where you can relax and enjoy the gentle bay breezes. The well-appointed kitchen features modern appliances and a breakfast bar, ideal for casual dining. Retreat to the primary bedroom featuring an ensuite spa-inspired bathroom with double vanities and a stunning walk-in shower. The second bedroom offers two queen-sized beds, ample closet space, and a TV for unwinding after a day at the beach.brbrGulf & Bay Club Bayside offers resort-like amenities including pools, tennis courts, and beautifully landscaped grounds. Enjoy easy access to the pristine beaches of Siesta Key and nearby cultural attractions. This ground-floor condo blends comfort with coastal charm, offering an ideal retreat in one of Florida's most sought-after destinations.brbrHouse Rules: No Motorcycles, golf carts, RVs, boats, or trailers allowed. No smoking. No burning candles inside of lodging. No parties. No Pets.

Cozy 2BR Siesta Key condo with 2 heated pools, tennis and pickleball, and beach access - GBB1364

Sarasota, Florida, United States

Bed

Bath

Sleeps

$310.38

Gulf and Bay Club Bayside stands out as one of the most attractive condominium complexes on Siesta Key. Professionally managed by Gulf Coast Vacation Rentals, this beautifully remodeled unit offers luxurious accommodations at a reasonable cost, making it the perfect getaway destination. With a stunning lake view and just steps away from the resort-style pool, every moment of your stay will be filled with enjoyment and relaxation.brbrThis condo boasts a variety of luxurious amenities designed to enhance your stay. The master bedroom features a comfortable king-size bed, providing a restful retreat after a day of exploration. The second bedroom is equipped with a full size bed, making it suitable for an additional guest or two small children. The living room includes a cozy queen-size sofa sleeper, ideal for accommodating extra guests. Each room is thoughtfully decorated in a true island style, highlighting the natural beauty and ambiance of Siesta Key.brbrThe glass-enclosed lanai offers a breathtaking view of the serene lake, complete with a lighted fountain. This tranquil setting is perfect for enjoying your morning coffee or an evening glass of wine. The peaceful atmosphere of the lake view will enhance your relaxation and provide a picturesque backdrop for your stay. If you enjoy cooking, the well-equipped kitchen will be a delight to use.brbrThis fabulous unit offers one and a half bathrooms, ensuring convenience for all guests. Beach gear, including chairs, an umbrella, and beach towels, is provided for your convenience, allowing you to fully enjoy the beautiful Siesta Key beach. The condo's immaculate condition and thoughtful amenities make it a welcoming and comfortable home away from home.brbrGulf and Bay Club Bayside is known for its resort-style amenities. Take a dip in the sparkling pool, challenge friends to a game of tennis or pickleball, or relax in the beautifully landscaped gardens. BBQ grills and picnic areas are available for fun family cookouts. Guests can also enjoy beach access to world renowned Siesta Key Beach. The community is family-friendly and meticulously maintained, ensuring a pleasant and enjoyable stay for all guests.brbrLocated just a short distance from local attractions, restaurants, and shops, this condo is the perfect base for exploring Siesta Key. Whether you're looking to indulge in gourmet dining, browse charming boutiques, or enjoy live entertainment, everything you need is within easy reach.brbrHouse Rules: No Motorcycles, golf carts, RVs, boats, or trailers allowed. No smoking. No burning candles inside of lodging. No parties. No Pets.

Lakefront Siesta Key condo with beach access - GBB 1313

Sarasota, Florida, United States

Bed

1

Bath

5

Sleeps

$411.28

Large 2 bedroom 2 bath corner unit. Beautiful Gulf view! There is a king bed in the master bedroom and 2 twin beds in the guest room. The unit is equipped with hi-speed Internet access and flat-screens in the living room and both bedrooms.brbrMaximum occupancy - 4brbrAmenities Include:brbr- Gulf Side: Yesbrbr- Bed Size MBR: Kingbrbr- # of Baths: 2brbr- Gulf View: Yesbrbr- Bed Size Guest BR: 2 Twinsbrbr- Conf Line 1: Nice corner unitbrbr- Conf line 2: with a gulf view!brbr- Conf Line 3: Max - 4 peoplebrbr

Beach View large 2 bedroom 508

Sarasota, Florida, United States

Bed

Bath

Sleeps

$571.06

BNB Breeze Presents: Cobalt Cove!brAre you looking for the Ultimate Wellness Retreat in Sarasota Look no further! Tropical escape designed for relaxation and outdoor living in this excquisite back yard full of lush palms and serene landscaping. Take a look at the extensive amenity list:br- Saltwater Pool Heated Pool - heated at NO extra cost from Nov 21 - April 1stbr- Barrel Saunabr- Cold Plungebr- Bullfrog Hot Tub br- Outdoor kitchen and covered dining areabr- Jura Espresso Coffee Makerbr- Professionally designed and furnished, super stylishbr- Pet-Friendlybr+ so much more.....brbrCobalt Cove is a private tropical oasis tucked away in the heart of Sarasota. Lush landscaping surrounds a resort-style backyard where relaxation takes center stage, featuring a sparkling pool, hot tub, cold plunge, and a serene barrel sauna for the ultimate retreat experience. Designed for seamless indoor-outdoor living, the home offers inviting spaces that flow effortlessly to the backyard lounge areas. Whether you're soaking in the hot tub, unwinding by the pool, or enjoying a quiet evening under the palms, every detail is crafted for comfort and escape. Perfectly located yet wonderfully secluded, Cobalt Cove delivers a luxurious stay that feels like your own private resort.brbrWe know, contracts aren't the most exciting part of your getaway, but to keep our home safe, we'll need you to sign a quick rental agreement upon booking (this will be sent to you, after you book) — then it's all fun from there! You can see what the contract looks like in the House Rules section. Note, check in details will not be sent until that contract has been signed.brbrTHE INTERIOR SPACEbr- One Story Homebr- Blazing Fast Wi-Fibr- Laundry Area w/ Washer + Dryer (Detergent Provided)br- Our home is stocked with clean and sustainable products and toiletries to give you and your loved ones a toxin-free stay!brbrKITCHENbr- Fully-Equipped Kitchen w/ Cooking + Baking Essentials (No Food)br- Coffee Station: Jura Espresso Coffee Maker (all the fun features to make the perfect Latte)br- Dining Area w/ Table + Chairsbr- Stove + Ovenbr- Fridge + Freezerbr- Dishwasher (Detergent Provided)br- Dishesbr- Silverwarebr- Glassesbr- Wine Glassesbr- Coffee MugsbrbrLIVING ROOMbr- Spacious Living Roombr- Large Smart TVbr- Large Sofa + Chairsbr- Coffee Table (Perfect for Game Nights!)br- Throw Pillows + BlanketsbrbrSLEEPING ARRANGEMENTS | 3 Bedrooms |br• Bedroom 1: King Bed + Two Twin Trundle Bedsbr• Bedroom 2: King Bedbr• Bedroom 3: Two Twin BedsbrbrBATHROOMS | 2 Bathrooms |br• Bathroom 1: Full Bathroom located through Bedroom 1 with Shower/Tub Combobr• Bathroom 2: Full Bathroom with Standing ShowerbrbrThe property boasts an exceptional outdoor retreat designed for both relaxation and entertainment. A private pool and hot tub invite you to unwind, while the pool basketball net adds a fun, playful element for guests of all ages. For a true wellness experience, enjoy the barrel sauna and refreshing cold plunge at your leisure. The outdoor kitchenette, built-in gas grill, and dining table with seating make al fresco meals effortless, while sun loungers offer the perfect place to relax and soak up the sunshine. A life-size Connect Four game adds a touch of friendly competition, creating a vibrant and memorable outdoor space where comfort, fun, and relaxation come together seamlessly.brbrTHE EXTERIOR SPACEbr• Hot tubbr• Barrel saunabr• Cold plungebr• Private yard for games and loungingbr• Private Pool + attached basketball net br• Covered outdoor dining area + kitchenette br• Built-in gas grillbr• Swinging egg chairbr• Sun loungersbr• Life-size Connect Four gamebrbrDon't miss out on the opportunity to experience a memorable getaway at Cobalt Cove. Book your stay today!brbrNAVIGATING THE AREA brThe Bay Runner is a new, open-air trolley that provides complimentary service seven days a week, until midnight, with multiple stops along the way between Lido Key, St. Armands Circle, and downtown Sarasota!brbrSEE HOW WE ARE GOING GREEN!brWe love the environment, and are doing everything that we can to minimize our carbon footprint. Sarasota has been voted one of the cleanest and greenest cities in the US! Here are a few ways that we are loving on the beautiful Florida environment, and welcoming you to join us!br• This stay is central to beaches, restaurants, and shops! We encourage you to use our loved public transportation system to make traveling easy, and eco-friendly!br• We use high-quality, sustainable mattresses and linens.br• All of our toiletries are eco-friendly, clean products that come with reusable dispenser bags to eliminate waste.br• We use LED lighting throughout the home to minimize electricity usage. br• Thanks to the natural Florida sunshine, you can soak in the sun that floods this home through all of the large windows, without using excessive home lighting during the day!br• Our home is in a great location for Instacart! Make grocery shopping for the family easy while saving on gas!brbrHere are a few of our favorite local attractions:brbrLOCAL ATTRACTIONSbr1. Pompana Park for Pickleball Courts!br2. Legacy Trailbr3. Siesta Key Beachbr4. Lido Key Beachbr5. Downtown Sarasotabr6. St Armands Circlebr7. AquariumbrbrGOLFbr1. The Meadowsbr2. University Park Country Clubbr3. Tatum Ridgebr4. The Founders Club (Private Club)br5. Longboat Key (Private Club)br6. The Ritz (Private Club)br7. IMG Academy Golf Clubbr8. Esplanade Golfbr9. WaterleafbrbrRESTAURANTSbr1. The Shore: Trendy waterfront restaurant with amazing seafood!br2. Connors: High-end restaurant without the high price tag!br3. Grillsmith: If you go here, you MUST get the plank grilled salmon!br4. Dry Dock: Waterfront Seafoodbr5. The Fish Camp: Wonderful seafood, but often very busy!br6. Baker + Wife: You will just love this fantastic restaurant.br7. Riverhouse Reef + Grill: Further away in Bradenton, but fantastic!br8. Der Dutchman: Fantastic home-cooked meals just down the road from you!br9. Summer Tap Juice Bar: The BEST A ai bowl in town!brbrCOFFEEbr1. Breaking Wave Coffeebr2. Perq: Do not expect syrups, just great coffee :)br3. Project Coffee (2 Locations)br4. Out About Coffee (O A)br5. Postal 98 CafebrbrGROCERYbr1. Detwilers Farm Markets: The best place to buy organic fruits and vegetables!br2. Publixbr3. Trader Joesbr4. Whole Foodsbr5. Fresh Marketbr6. Walmart GrocerybrbrADDITIONAL AMENITIES:brLinens for each BedbrTowels and WashclothsbrRoll of Paper TowelsbrBottle of Dish SoapbrTrash BagsbrCoffeebrLaundry Detergentbr2 Rolls of toilet paper, per bathroombrBath essentials - Body soap, shampoo conditionerbr*Please be prepared to bring any additional supplies that you will need during your stay.brbrPlease Note:brbr1. Upon booking, each guest will receive a guest rental agreement. This must be signed before the Guide Book (which includes access instructions for the property) is sent.brbr2. Pet Policy: We love your furry friends! A fee of $150 per dog must be paid BEFORE the guest arrival date. There is a max of 2 dogs on the property and a max weight of 50 lbs. per dog. Sorry, but no cats or exotic animals are allowed in the home. If evidence of an unapproved (or unpaid for) pet is located on the property, there will be a $500 non-refundable fine. Please clean up after your pet in the yard (bring your own doggy waste bags) and in the home. Additionally, any pet brought to the property must not be left unattended in the home. If they are left at the property alone, they will need to be kept in a pet crate.brbr3. No Smoking: If any signs of smoking are documented, the renter agrees to pay a $200.00 / per day.brbr4. Quiet hours for the property are between 10:00 PM and 8:00 AM. Please keep the noise levels down over this time.brbr5. There are NO LONG CHECK-OUT INSTRUCTIONS! We want for you to be able to fully enjoy every minute of your stay!brbr6. We offer complimentary 24/7 communication to ensure that your stay exceeds your expectations! Please feel free to reach out to us day or night, and we will provide you with a swift response.brbr7. Pool Heat: This property is equipped with pool heat. Heat is turned on from November 21st through April 1st and is included with your stay at no extra cost. The FL sunshine does an incredible job at warming the pool for stays outside of these dates. Any request for pool heat outside of these dates will be considered individually and will incur an extra fee.brbrCity of Sarasota Vacation Rental License #26-VR-000030.

Wellness Retreat - Pool + Barrel Sauna + Cold Plunge | Cobalt Cove

Sarasota, Florida, United States

Bed

Bath

Sleeps

$562.91

Casamigos | Heated Saltwater Pool, Tiki Bar, 0.8 Miles to Siesta Key Beachbrbr Why You'll Love This HomebrExperience island elegance at Casamigos, a tropical oasis designed for memorable gatherings. From a private heated saltwater pool to an authentic 8-seat tiki bar, every detail invites you to unwind in style. This upscale retreat blends vibrant West Indies charm with modern luxury—ideal for creating lasting vacation memories.brbr ‍ ‍ Perfect ForbrMulti-generational families, friend groups, and anyone seeking a stylish, spacious getaway near Siesta Key's best beaches and dining.brbr ️ Imagine ThisbrImagine waking to the soft Florida sun filtering through towering palms as you step into an airy living room with 12-foot ceilings and cool coastal breezes. Hear the gentle splash of the heated pool just beyond sliding glass doors, where the scent of bougainvillea mingles with fresh breakfast from the gourmet kitchen. In the afternoon, enjoy a fresh panini from the provided press and unwind with a glass of wine from the wine fridge. In the evening, gather with friends at the tiki bar under twinkling lights, sharing cocktails and laughter surrounded by lush tropical blooms and complete privacy.brbr Where You'll Sleepbr• Bedroom 1: King Bed, Ensuite Bath, TVbr• Bedroom 2: King Bed, Shared Bath, TVbr• Bedroom 3: King Bed, Shared Bath, TVbr• Bedroom 4: King Bed, Ensuite Bath, TVbr• Bedroom 5: 2 Twin Beds, Shared Bathbrbr Explore the Areabr• 0.7 Miles to Siesta Key Village, Full of Shops, Cafes, and Nightlifebr• 1.2 Miles to Siesta Key Beach, Famous for its Powdery White Sandbr• 0.3 Miles to Publix Grocery Store for all your Essentialsbr• Easy Access to Downtown Sarasota, just a 10-minute Drivebr• Close to Lido Key's Beaches and Restaurants, about 6 minutes by Carbr• Walk to Over 20 Local Restaurants within a Half-mile Radiusbrbr⌛ 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: Starter packs of kitchen and toiletry essentials are provided for a seamless first couple of nights. Free high-speed WiFi included. Pool heating is available November 15 – April 15. Please inquire if any guests require stair-free access. This property is registered as a vacation rental with the City of Sarasota with a Registration Number of VR25-00068 Due to City of Sarasota vacation rental code, this property must be rented once during a seven (7) day period and have a maximum occupancy of 10 guests.

Casamigos | West of the Trail - Private Home with Tiki Bar, Heated Pool, and Spa, Near Siesta Key!

Sarasota, Florida, United States

Bed

Bath

Sleeps

$636.75

Welcome to our 3 Bedroom 2 Bathroom Siesta Key Beach House.brFull kitchen.brWalk to beach.brbrbrWe provide chairs & towels for the BeachbrWalk to Beach access #12 on Siesta key brLots of places to eat and drink, close by.brbrFree WIFIbrDaily, Weekly rentals.brSwimming Pool on sitebrKing Bed in Master bedroom, brBedroom 2 and 3 both have Queens brThis home is in a great location and it is only a short walk to shops , restaurants and Beach.brbrThis home has 2 x 1 bedroomed units attached and is great for familiesbrbrAll Ground floor, 3 bedroomed, 2 shower bathrooms, full kitchen, lounge brSwimming pool that overlooks a lagoon pond. brMax 6 guests in 3 bed 2 bathbrA 3 minute walk from your door to the beach access at Crescent beach Siesta key, Beach Access #12brThis home has 2 x 1 bedroomed units attached.brRent the additional units and bring the grandparents/inlaws and make it a family vacation.brbrPrivate entrancebrThe only thing that is shared is the parking area and the poolbrbrWe live close by and available if you should need anythingbrbrGreat location br3 minutes walk from your door to the beach access onto Crescent beach Siesta key brLots of places to eat drink and shop all on your doorstep brAlso lots of s activity rentals placesbrbrFree parking by your front door brSpace for 2 cars and a golf cart brYou don’t need a car for this location as everything is so closebrbrNo pets brNo smokingbrMax 6 guests in Star Fish Villa.brAdditional units available to rent , make it a multi family vacation.brWe are a small resort on Siesta Key offering daily rentals.brNo smoking $250 fine brNo pets $250 fine brMax 6 guests $99 per night per extra guest

Star Fish. 3 Bed 2 Bath. POOL. Daily Rentals

Sarasota, Florida, United States

Bed

Bath

Sleeps

$96.8

ROOM 201 - RAMADA INN - 7150 N TAMIAMI TRAIL - SARASOTA FL 34243 - NEWLY REFURBISHED MAY 2014 - This is a privately-owned hotel room at A MAJOR HOTEL - Sarasota. It has a New king size bed with new 47 inch led flat screen television with full cable and HBO. Full bathroom with bath/shower. Microwave and small refrigerator. Tiki Bar nearby has great seating near the heated pool and Marina. Close to the airport and shopping/restaurants including one on premesis. NEW FURNITURE - BED - 47 INCH LED TV This is a hotel room, It is meant for short term stays. In the slower season, May thru November, longer stays may be appropriate with discounted weekly or monthly rates. PLEASE - NO SMOKING NO PETS Are ALLOWED IN THE ROOM (HOTEL POLICY - $250 PENALTY APPLIES) hotel breakfast is not available, but Crager’s restaurant next door gives a 10% discount for condo guests.brNOTE: PLEASE MAKE YOUR RESERVATION REQUEST AND CONFIRMATIONS AT LEAST 48 HOURS BEFORE CHECK IN TIME TO GET THE ROOM PREPARED (HOTEL RULES)br THIS IS A CONDO THAT OPERATES SEPARATELY FROM THE HOTELbr PLEASE KEEP MY ROOM NEAT AND TIDYbrINCLUDING TRASH AND FOOD REMOVALbrSINCE HOUSEKEEPING IS NOT INCLUDEDbrYou might want to bring extra towels as only two are included, although there Is a laundry in the next building. Any issues contact The front deskbrbrBoat rides/Boat rentals Call the front desk brbrmy former manager Todd, who many of you knew, passed away a year ago, and now any maintenance or other issues are handled by the hotel and Navid Kichi, the owner of the hotel, please contact him at the front desk with any issues brWe strive to earn a five star review from our guests, contact Navid at the front desk with any needs or issues…

Hotel

Sarasota “Deluxe King Waterfront Suite” #201 At the Hotel at 7150 N TAMIAMI TR

Sarasota, Florida, United States

Bed

Bath

Sleeps

$392.75

RATES ARE FOR 1 COTTAGE: IF YOU WANT MORE THAN THAT, JUST MESSAGE ME AND THE RATES ARE JUST MULTIPLIED TIMES THE NUMBER OF COTTAGES YOU WANT, SO IF YOU WANT THREE FOR EXAMPLE, JUST MULTIPLY THESE RATES TIMES 3. Thanks! brbr4 separate BRAND NEW inside (renovated 12/24) 2 bedroom/2 bath (+Queen Sofa Bed+ Chair/Bed) pool homes (Each sleeps 7) with only a 4 minute walk (no major streets to cross) to the #1 Beach in the USA: Siesta Key. First Class! 2 Heated Pools, 2 hot tubs,2 gyms, Smart TV’s in all rooms, fine linens, towels, bikes, beach equipment, private porch, grill, fire pit, outdoor shower, private parking: Great restaurants / nightlife in walking distance. Running/Walking: You have miles of beach to take in!brbrRent all four, brand new inside (8 Bed/8 Bath sleeps 28 for a family reunion / wedding etc.) cottages! The open aired free Siesta Key Breeze Trolley goes right by the properties to take you all over the island! Full service real estate management company servicing the property 24/7. Free washer / dryer in each house. During certain months the minimum stay can vary up to a 7 day minimum. Please message me for specific date requests. If there is a 7 day minimum during the time period you request there might be more flexibility the closer to the dates. So please don't hesitate to message me and it's possible we can work something out. Thank You! NOTE: The homes can be rented separately or 2/3 or 4 together. Please note that the calendar reflects available with at least one cottage. Renting all four at the same time will not be possible if just one of the cottages is already booked. So if you see availability on the calendar that doesn't necessarily mean that all four are available. Please inquire about availability as to how many cottages you are looking to rent and the dates. I respond pretty quickly via the messaging system. Siesta Key ges very busy as do these properties so please the more notice you can give the better! Thanks! brbrThe Cottages were all fully renovated inside in December, 2024. Each cottage has 2 bedroom, 2 bathrooms (each with a heated bidet), and sleeps up to 7. The Cottages are in the perfect location: The beginning of the famous Siesta Key Beach in an area called Crescent Beach, which I believe is the most beautiful part of Siesta Key. Also, on your way you'll find that after driving over the draw bridge to Siesta Key, you get to turn left instead of right and that helps you avoid most of the traffic! Another quarter of a mile and you are there! The cottages have 15 free parking spots within a few feet of your front door! Everything is only one story: No stairs / Easy access. No physical keys are required. We give you the electronic door code prior to check-in. The kitchen is stocked with all the tools/pots/pans etc. you will need if you prefer to stay in and cook and you also have your own gas grill with an outside seating area. Also included is your own washer and dryer (washer pods and dryer sheets too) and a storage area filled with beach toys, chairs, bicycles. The pools are heated year-round at 87 degrees (including a wading area where you can relax and have a drink while being submerged in only a few inches of water) and have plenty of seating. There is free beach yoga close by several days a week on Siesta Key. The Cottages are in walking distance from the South Village, which has plenty of delicious restaurants, bars and shops, including a new coffee shop (coffee there is amazing!). Also in walking distance is the new “Daiquiri Deck” (Several stories high so you can have a cocktail while watching the sunset from the upper deck) and “Miguel’s” family restaurant (one of the best around and family owned for over 40 years!) among many others. “Ophelia’s on the Bay” is down the street on Siesta Key towards Turtle Beach and thought my many (including myself) as one of the best restaurants on the planet! We know the people at both of these restaurants and would be happy to connect you and make sure they take first class care of your experience! We can also give you plenty of other recommendations for restaurants and other “stuff” to do on Siesta Key and around town. In addition, we include helpful information in your welcome packet which will get you started! The beach is very close and easy to get to from the Cottages: Only a four-minute walk on a quiet street. If you want to go to the north Village on Siesta Key and don’t feel like taking the bike, you could drive (only 2 miles away) or take the free Siesta Key Breeze Open Air Trolley: It drives right by The Cottages continuously!brbr Cottages can be rented separately or together. Everything in the property is accessible to customers. There are 4 cottages, 2 pools, 2 hot tubs, and 2 outdoor gyms. Those with at least two cottage rentals will have exclusive access to their own pool, hot tub, and outdoor gym. Those with one cottage might have to share a pool, hot tub and outdoor gym with the other cottage.brbrMinimum stay of 2 nights will vary: During high season a minimum stay of one week will be required. Please inquire for more specific dates / information.brbrSave Money at the Cottages (and other additional benefits)!brbrNo rental fees for bikes or beach equipment (chairs, umbrellas, toys)!brbrNo beach transportation fees: The beach is a 4 minute walk on a quiet street!brbrNo parking fees: Free parking right in front of your cottage!brbrNo chance to lose your keys: Cottages have digital key padsbrbrNo steps to climb to get into or around the cottagesbrbrThank You!

SIESTA KEY #1 BEACH:4 COTTAGES: RENT 1,2,3 OR ALL 4! PRICE HERE IS FOR 1 COTTAGE

Sarasota, Florida, United States

Bed

Bath

Sleeps

$392.11