Holiday Apartments in Siesta Key

Located in Siesta Key, this delightful apartment is a dream. With 1 queen bed in the cozy bedroom and a relaxing living room with a sofa bed, guests can unwind in style. The bathroom & kitchen come fully equipped for convenience. As well as all the beach essentials you'll need for your time at the beach.Private balcony with seating area... where you can hear the waves of the Gulf in the nighttime.Kickback, relax, and enjoy everything Siesta Key and our apartment has to offer.About pets:No pets allowed.About children:Children allowed: ages 0-17.About smoking:Smoking is not permitted.About events:No events allowed.

Relax in paradise! Your cozy studio is STEPS away from a PRIVATE entrance to #1 rated Siesta Key Beach, a short walk to shops and restaurants. This location is AMAZING! A large outdoor pool is right outside your entrance. Tennis, Pickleball Courts, Shuffle Board, Basketball, BBQs, a Clubhouse and more! Your condo comes furnished with everything you need for a comfortable stay with lots of amenities. A Fully Stocked Kitchen, Fast WiFi, SmartTV, Beach Chairs, Private Parking and MUCH MORE!The studio is ground level just steps to the private entrance to the beautiful views of our white sand beach. This is a great space for anyone who does not like to navigate a lot of stairs or elevators and would prefer to walk directly to the beach in just a couple of minutes. In terms of location and ease to the beach, this property is an absolute gem!Our studio has a very comfortable queen bed as well as a queen sofa bed that pulls out to accommodate an optional 3rd guest.Our kitchen is fully stocked with essentials for those who would like to cook their own meals. We are also very close to shops and restaurants.There is a small sitting area outside our studio overlooking one of the community pools. Beach towels and and beach chairs are provided. Other amenities:Two Large Swimming PoolsChaises & Lounge ChairsPicnic areas with Gas GrillsTennis Court/Pickleball CourtLighted Shuffleboard CourtsBasketball CourtFinally we have employed enhanced cleaning methods to provide an immaculately cleaned and sanitary home.Parking, Location and Getting Around Siesta Key:Parking: Right outside the condo back door is a private parking spot for you to use during your stay.From Airport to Siesta Key: In terms of getting here from the airport, we are closest to Sarasota airport. Uber and Lyft are available at Sarasota airport as well as a taxi service. If you fly into Tampa, then it could get more expensive to Uber since it is a good distance away (1.5 hours away).Getting Around Siesta Key:When you get to Siesta Key, there are multiple options to travel from Casa Mar (our condo complex) to the other areas of Siesta Key.There is a free trolley that comes every 20 minutes and it stops at the SCAT bus station right in front of Casa Mar. This trolley will take to you both North and South Villages (that have shops and restaurants and are about 1-2 miles away).The following shuttles are also available. They do not charge a fee but do operate on tips:Two Tides Free RideJonnys Original Free RideSiesta Key Free RideSiesta Key Frog HopBoth villages have rentals for bikes, scooters and golf carts.About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About customRules:Early Check-In, Luggage Drop off, and Late Check-Out are not available. $250 fee for any signs/smell of smoking odor in the unit..Designated parking spot is labelled with unit number. There's a shared laundry room two doors down for your use. It has an iron and ironing board.,Casa Mar Resort wristbands required for private beach entrance and Casa Mar amenities. Please return at end of stay. Fee of $100 per lost wristband..About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 24.About events:No events allowed.

Welcome to the enchanting Hide-A-Way Suite, a beautifully updated 1-bedroom, 1-bath ground-floor apartment offering 580 sq.ft. of comfort and style. Nestled in a serene, non-smoking environment, this suite comfortably accommodates up to 4 guests with a king-size bed and a luxury queen self-inflating air mattress in the living room. All bedding is hypoallergenic (no feathers!), ensuring a restful sleep for all.French doors open to a sunny patio deck, where you can enjoy a romantic breakfast or unwind with a book, all while overlooking the stunning black-bottom heated waterfall pool. The fully equipped kitchen is perfect for meal prep and includes a washer/dryer for added convenience. Both the living room and bedroom feature flat-screen TVs with YouTube for your entertainment.For your comfort, the suite is fully air-conditioned and heated. Complimentary amenities include on-site parking (1 car), beach chairs, sun umbrellas, 5G Wi-Fi, and family-friendly items like a pack & play and a high chair.Please note, this unit does not allow pets, and we exclusively rent from Saturday to Saturday during high season (February - April). To ensure smooth communication, please provide your email and cell phone number when booking so we can send you essential arrival and departure instructions.We look forward to welcoming you to this relaxing coastal retreat!— VirginiaAbout pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 26.About events:No events allowed.

HIDE-A-WAY Suite - A Charming, Newly Refurbished RetreatWelcome to the enchanting Hide-A-Way Suite, a beautifully updated 1-bedroom, 1-bath ground-floor apartment offering 580 sq.ft. of comfort and style. Nestled in a serene, non-smoking environment, this suite comfortably accommodates up to 4 guests with a king-size bed and a luxury queen self-inflating air mattress in the living room. A charming round table with two elegant chairs creates the perfect nook for dining, morning coffee, or intimate conversations. The table’s smooth, polished surface invites you to relax and enjoy a cozy meal, while the comfortable chairs, designed with soft cushions and a modern yet timeless look, add both style and comfort to your space.All bedding is hypoallergenic, ensuring a restful sleep for all.French doors open to a sunny patio deck, where you can enjoy a romantic breakfast or unwind with a book, all while overlooking the stunning black-bottom heated waterfall pool. The fully equipped kitchen is perfect for meal prep and includes a washer/dryer for added convenience. Both the living room and bedroom feature flat-screen TVs with YouTube for your entertainment.For your comfort, the suite is fully air-conditioned and heated. Complimentary amenities include on-site parking (1 car), beach chairs, sun umbrellas, 5G Wi-Fi, and family-friendly items like a pack & play and a high chair.Please note, this unit does not allow pets, and we exclusively rent from Saturday to Saturday during high season (February - April). To ensure smooth communication, please provide your email and cell phone number when booking so we can send you essential arrival and departure instructions.We look forward to welcoming you to this relaxing coastal retreat!— VirginiaAbout pets:No pets allowed.We may consider 1 dog, but only after the landlord.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About customRules:Absolutely NO loud parties..Kindly dispose of perishable items in trash bins behind your apartment upon departure. Thank you for helping us maintain a clean, eco-friendly space!.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 26.About events:No events allowed.

Steps from Siesta Key Beach – Just 60 Paces to Paradise!Welcome to our recently updated, spacious 2-bedroom + DEN, 2-bath suite, located just steps from the world-renowned Siesta Key Public Beach. The DEN is a fantastic option for two additional guests, offering a comfortable queen bed. While it provides a cozy and inviting space, please note that it is only partially private and cannot be fully enclosed to maintain proper air circulation for the AC. As such, it is not considered a true bedroom, but it’s a great choice for extra sleeping space in a pinch!This bright and inviting second-level apartment boasts 1,200 sq/ft of comfortable living space, including two private patios and a partial Gulf view from the additional third room (den).The suite is fully equipped for your convenience, including a washer/dryer, dishwasher, microwave, and two flat-screen TVs. Stay connected with free Wi-Fi and enjoy the ease of 2 complimentary parking spaces (stacked behind each other).Nestled in a small, intimate resort with only two large duplexes, Gumbo Limbo Vacation Rentals offers a tranquil environment and access to a gorgeous black-bottom waterfall pool. Lounge by the pool, or fire up the BBQ for a delightful meal under the sun—everything you need for the perfect vacation.Come enjoy a relaxing and unforgettable stay just steps from Siesta Key Beach!Key Features:1 King Bed, 2 Twin Beds, 1 Queen BedBeautifully remodeled bathrooms with modern finishes5G WiFi for fast, reliable internetHyper-allergenic bedding Fully equipped kitchen with washer, dryer, dishwasher, microwave2 flat-screen TVs with YouTube accessTwo private patios to enjoy outdoor livingGumbo Limbo Mini Resort Amenities:Relaxing black-bottom waterfall pool shared with just one other duplexBBQ area, poolside lounges, and complimentary pool/sand toysFree on-site parking (2-car maximum parked behind each other)Complimentary beach chairs and sun umbrellasAdditional Details:This upstairs apartment is not suitable for families with young, active children. For families, please check out our "Island Suite" below (Property ID: 1273894), designed with little ones in mind.No pets allowed.All apartments recently repainted and updated. Free WiFi (5G) throughout the property.Important Information:High season (February - April) is Saturday-to-Saturday rental only.Please provide your email and cell phone when booking to receive arrival/departure instructions.We look forward to welcoming you to this perfect retreat just steps from the beach!Warm regards, VirginiaAbout pets:No pets allowed.Please call to pre-approve you dog. Sorry no cats.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 26.About events:No events allowed.

Just Steps from Siesta Key Beach – Charming 2-Bedroom Apartment with Patios & PoolOnly 60 steps from the stunning Siesta Key Public Beach, this freshly remodeled 2-bedroom apartment with a DEN is your perfect coastal retreat. The DEN is a fantastic option for two additional guests, offering a comfortable queen bed. While it provides a cozy and inviting space, please note that it is only partially private and cannot be fully enclosed to maintain proper air circulation for the AC. As such, it is not considered a true bedroom, but it’s a great choice for extra sleeping space in a pinch!Spanning 1,200 sq/ft, this ground-floor suite comfortably accommodates up to 6 guests with a king bed, a queen bed, and an additional queen bed in the DEN.Recently updated in 2025, the apartment features beautifully remodeled bathrooms and chic, modern furnishings. All bedding is hypoallergenic, ensuring a restful sleep for everyone. With a private patio, you’ll have plenty of space to relax and soak in the peaceful atmosphere.The suite is fully equipped for your convenience, including a washer/dryer, dishwasher, microwave, and two flat-screen TVs. Stay connected with free Wi-Fi and enjoy the ease of 2 complimentary parking spaces (stacked behind each other).Nestled in a small, intimate resort with only two large duplexes, Gumbo Limbo Vacation Rentals offers a tranquil environment and access to a gorgeous black-bottom waterfall pool. Lounge by the pool, or fire up the BBQ for a delightful meal under the sun—everything you need for the perfect vacation.Come enjoy a relaxing and unforgettable stay just steps from Siesta Key Beach!About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 26.About events:No events allowed.

Ours is a great vacation rental! Ground floor unit, huge yard with plenty of private sun and shade. Near the beach and the village.Tastefully decorated apartment, with full a kitchen and a propane grill in the back. 1 queen bed in the bedroom, 1 fold out couch in family room sleeps 2 more. And 2 folding cots for little kids if need be.You get free use of bicycles, including a tandem and children's bikes. There are beach chairs, games, and water boards. There are tennis rackets as well. We make it easy for you to enjoy your vacation!After a day from the beach or the village, you can come back and relax. Not much traffic or noise on our neighborhood and there's a great backyard patio. Very quiet and private with more than 2 palm trees; enough room for the kids to run around, or sit on the sofa with a book. There is also free laundry for your use! Or head over for some great fishing in the canal across the street; we have the fishing tackle, too.Tangerine Dream is a great place for families or couples. Short distance to the Village and beach by bike, and a nice getaway from all the noise and activities of the main strip.Check out our other favorite vacation spots:Siesta Key, FL: 666610Siesta Key, FL: 967885About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.

The Oceanside 603 Large king apartment perfectly located. 12-steps to Siesta Key's best beach access! 3-min by trolley or bike (10-min walk) to Siesta Village. Remodeled in 2022. No neighbors above or below. Free, bikes, and paddle boards. Communal lounging, alfresco dining, ping-pong, and Tiki bar below. Perfect for couples looking to relax, explore and repeat. Book your getaway now! - Tollbooth by VRBOCorpMiddlemen, but this property is from GertrudeRentalsSiesta What Guests Love ∙ Beaches – 12-step walk to award winning beaches, calm shallow and clear ∙ Relaxing – quieter spacious 1BR plus communal spaces, beach across street ∙ Activities – free bikes and paddleboards provided, scooter and golf cart rentals nearby ∙ Extra Spaces –Ping pong room, alfresco dining-lounging, tiki bar in the back ∙ Sunsets –walk 30-seconds to best sunsets and whatever comes next ∙ Exploring - sand dollars, shells, dolphins, occasionally manatees and live conch ∙ The Fun - live music, daiquiris, oysters, stone crab, craft beer, ice cream, fresh donuts ∙ The Memories – walk to all siesta key is top attractions and guaranteed fun for all ∙ Island Trolley –picks up out front, free of charge to all attractions and drinks welcome The Beach Our beach access is across the street and quieter and more private. It's one of the most desirable on the Siesta Key but has no parking available and isn't easy to access from rentals outside the neighborhood. The water here is shallow clear and calm with white quartz-sand tide-pools perfect for sleeping drinking or playing. A livelier beach scene with food, drinks and even a weekend drum circle is accessible a 5-to-10-minute walk south on the beach. The Home Generously sized 1BR remodeled in 2022 and a uniquely quiet option. While Siesta Key 1BR rentals are exclusively condos, hotels and multifamily units, our property has just two other units and your 1BR doesn't share a wall ceiling or floor with any of its neighbors. Common areas available to you include the ping-pong room, tiki bar, alfresco dining, and usually cornhole. Set on the Southern edge of Siesta Village and surrounded by tropical plants. Just 10-second walk to top beaches, and 3-minute golf cart or trolly ride (10-minute walk) to restaurants and the best fresh oysters, seafood, tropical drinks, ice cream, entertainment, and even gourmet donuts on the island. Bedroom Details This oceanside is one staircase up and quieter than most 1BR rentals. There is one king bedroom, and a queen sleeper in the living area. Need more space? We can get you an additional unit nearby. Beach Gear Provided We provide beach towels, chairs, carts, umbrellas, bikes and paddle boards. If you don't have what you need, just reach out and we can usually get it for you. Correction for Air-b-n-b listings this location doesn't provide "snorkeling gear" but this and anything you need can be rented or purchased nearby. Household Items Provided We provide bedding, kitchen items, most major and minor appliances, blow dryers, and hangers. Simple soaps and paper products come in starter-supply that will get you through a short stay and anything you need can be purchased nearby. What to Bring It's a laid-back island so pack as lite as you like. Our fashion is casual, wash and wear, and all units have laundries. Also, anything you forget to bring can be found nearby in good supply and fair prices. History – There's no public parking in this area so, even though this is a gorgeous beach, it ends up being a little more private than most. When I was a kid growing up on Siesta Key, this beach access was called “Palm Island” and named after the island of the same name right at the end of the street. The island has a small bridge going to it and is literally a “heart shaped” island within the island of Siesta Key. When I was younger this was our lovers lane and, for me, it's still the spot to fall in love or rekindle an old flame. Post Booking Support We understand vacation time is precious and will make sure you get the most out of it. Our number is the only contact information you need. All units are at the top attractions on the island. Cars are never required, but you will have private parking near the unit. No check-in restrictions, check-in any day of the week at any time using a private door-code. Never a cleaning requirement at checkout. Free early check-in when possible. No hidden fees or solicitations. Every unit including this one is available for instant booking. We can recommend the best spot for fishing or fresh fish, Michigan or Ohio State games, romantic-dinners marriage-proposals or singles, eco-tourism, family friendly activities, or safe ways to lose your kids when you(they) need alone time. Terms . Travel Insurance If you prefer insured bookings, we also offer travel insurance.. Minimum age to book this property is : 21