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Siesta Key Vacation Rentals, Homes and Condos for Rent near the Beach

Book Your Siesta Key Florida Vacation Rentals Here and Save! Many to choose from, including Rental Homes or Condos with Wi-Fi, Pool, Oceanview, Beachfront and other amenities to make your stay enjoyable.

We have partnered with a major provider for Vacation Rentals by Owner directly through Sarasota Vacation Homes. With hundreds of short term rentals to choose from, we now have the selection and value to offer our visitors searching for Places To Rent in Siesta Key Florida.

Siesta Cooler: Only Minutes Walk to Siesta Beach!

Siesta Key Apartment Star 4.7 Star Review

Light, bright and cozy in the HEART of Siesta Key Village! Open floor plan including queen-sized murphy bed, Smart TVs, & Strong WIFI. Amazing balcony for the best people watching on Ocean Blvd. Quick & easy three minute walk will put you on the #1 Beach in the USA, Siesta Beach! This beautifully appointed apt. is perfect for those who will not min.......read more

1 Bedroom(s)
1 Bath(s) Sleeps 3


Vacation Home


Siesta Key 2-Bedroom Apartment - Anchorage - Beautiful Views!

Siesta Key Condo Star 4.0 Star Review

Well appointed 2 bedroom, 2 bath condo at the corner of Midnight Pass and Stickney Point Roads. Private access to the beach just steps away.

Master bedroom features two Queen beds and adjoining bathroom with walk-in closet. Master bathroom recently renovated and upgraded. Second bedroom has two twin beds, two spacious closets and shared b.......read more

2 Bedroom(s)
2 Bath(s)


Vacation Home


Aloha Kai - Unit 11- Your own private villa!

Siesta Key Condo

Fully furnished villa offer living room with large HD flat screen TV, dining area, fully equipped kitchens, 1 bedroom/ 1 bathroom. Screened porch. Short walk to the beach or pool. ALOHA KAI is a five acre vacation retreat hosting 68 private villas and apartments, nestled on the powdery-white sands of the Gulf of Mexico. Villas are at ground level, .......read more

1 Bedroom(s)
1 Bath(s) Sleeps 4


Vacation Home


Siesta Beach House #312 Minute Walk to Beach

Siesta Key Apartment Star 3.9 Star Review

If you\'re looking for a great vacation location on beautiful Siesta Key, then look no further. This people friendly complex is the perfect place to bring the family for a true holiday get-away at the beach! You can enjoy swimming in the heated pool, take up a game of shuffleboard, stroll along gorgeous white sandy beaches, or swim in the crystal c.......read more

2 Bedroom(s)
2 Bath(s) Sleeps 7


Vacation Home


Aloha Kai - Unit 4-updated and by the pool!

Siesta Key Cottage Star 5.0 Star Review

Fully furnished villas offer living room, dining area, fully equipped kitchens, 1 bedroom/ 1 bathroom. Screened porch. Short walk to the beach or pool. ALOHA KAI is a five acre vacation retreat hosting 68 private villas and apartments, nestled on the powdery-white sands of the Gulf of Mexico. Villas are at ground level, and offers a private parki.......read more

1 Bedroom(s)
1 Bath(s) Sleeps 4


Vacation Home


Location. Four bedroom cottage, one block from beach and Siesta Village

Siesta Key Private vacation home Star 5.0 Star Review

Location. Location. Location. Our charming 4 bedroom 3 bath Florida beach cottage, which is over 1800 feet and sleeps 8 with 2 full kitchens and a fully covered porch and large patio in the back unit. Cottage is across the street from the soft, white sands of the world-famous Siesta Beach which is consistently rated the best beach in the United S.......read more

4 Bedroom(s)
4 Bath(s) Sleeps 8


Vacation Home


Walk to Siesta Key Beach, Pool/Spa/Tiki Bar, WiFi, Close to Village Shops, Laundry

Siesta Key Private vacation home Star 4.5 Star Review

If you are looking for a private home on Siesta Key that\'s only 460 feet from the Siesta Key Beach Access; then this is your vacation home to come to! It rests on a quiet street in a beautiful upscale neighborhood on Siesta Key just steps from playing in the sand with your kids, or reading a great novel under an umbrella with a glass of white wi.......read more

3 Bedroom(s)
2 Bath(s) Sleeps 6


Vacation Home


Beautiful 3/2 Home on Siesta Key, Palm Island !

Siesta Key Private vacation home Star 4.0 Star Review

This adorable 3BR/2BA home is located in the quiet neighborhood of Palm Island, just a short walk away from the world famous Siesta Key Beach! It is fully furnished and can sleep up to 6 comfortably! The master and guest bedrooms have queen size beds. The third bedroom has two twin beds. Siesta Key Village is a bike ride away and offers a variety .......read more

3 Bedroom(s)
2 Bath(s) Sleeps 6


Vacation Home


Casa Mar - 50- Ground floor unit in Gulf side Complex- studio!

Siesta Key Apartment Star 4.4 Star Review

This studio condo is approx 420 sq feet and offers a king size bed. Play tennis or shuffleboard, then bask in the sun by the swimming pool located steps from your unit. Stroll down palm lined walkway that lead to Siesta Key\'s fine white quartz sand and enjoy one of Florida\'s spectacular sunsets. Lounge chairs are conveniently located on the beach.......read more

1 Bedroom(s)
1 Bath(s) Sleeps 2


Vacation Home


Private Home w/Private Pool-10 min walk to Siesta Key Beach

Siesta Key Private vacation home Star 4.9 Star Review

Come enjoy this private house with your own secluded heated swimming pool, in beautiful Siesta Key. Rent for a stay of 28 days or more and our daily rate drops as it automatically includes a 15% discount.

Enjoy this private house with your own secluded heated swimming pool, in beautiful Siesta Key. Oversized private lot.
** Newly renov.......read more

3 Bedroom(s)
2 Bath(s) Sleeps 8


Vacation Home


Beautiful Siesta Key 2-Bedroom Apartment!

Siesta Key Private vacation home Star 4.8 Star Review

Well appointed 2 bedroom, 2 bath condo at the corner of Midnight Pass and Stickney Point Roads. Private access to the beach just steps away.

Master bedroom features two Queen beds and adjoining bathroom with walk-in closet. Second bedroom has two twin beds, two spacious closets and shared bath.

The kitchen is fully stocked with everyt.......read more

2 Bedroom(s)
2 Bath(s)


Vacation Home


Midnight Cove #714, Bayside in Siesta Key, FL

Siesta Key Condo Star 4.5 Star Review

Thank you for your interest in Midnight Cove #714, a 2BR-1 1/2BA, 860 sq. Ft., 1st floor, bayside beach vacation condominium, with screened lanai view of the boat docks, and lagoon, located in Siesta Key, FL, with the central location of the Midnight Cove gulfside and bayside properties offering many area conveniences within a few minutes walking d.......read more

2 Bedroom(s)
2 Bath(s) Sleeps 4


Vacation Home


Sunset Royale - 118- Bright and Beachy Across from beautiful Siesta Key Beach!

Siesta Key Apartment Star 4.5 Star Review

Your ultimate vacation getaway! Bright and breezy 2 bedroom/2 bath condo across the street from Beach Access 11 at the world-renowned white sands of Siesta Beach.
Located on the main level, the open floor plan and beachy décor will fill you with good vibes. Enjoy morning coffee or pre dinner cocktails from your private outdoor patio. The maste.......read more

2 Bedroom(s)
2 Bath(s) Sleeps 6


Vacation Home


Chinaberry 414 - 2 Bedroom Condo with Private Beach with lounge chairs & umbrella provided, 2 Poo...

Siesta Key Condo Star 5.0 Star Review

BEAUTIFUL & NEWLY RE-DECORATED 2 BED/2BATH; over 1400 s.f. located on the first floor. Ceramic tile floors in living areas. Dine al fresco or sip a margarita on the spacious screened lanai at the table or high top bar overlooking the lush tropical grounds, crystal white sands of the beach and aqua blue waters of the Gulf of Mexico. You are only ste.......read more

2 Bedroom(s)
2 Bath(s) Sleeps 6


Vacation Home


Beautiful, Modern Coastal Condo, 2-205

Siesta Key Condo

Beautiful updated, modern 2 bedroom, 2 bathroom coastal condo overlooking the pool and Gulf of Mexico.
This unit features updates throughout:
The kitchen features unique leathered marble counter tops, stainless steel appliances and custom cabinets.
The bedrooms and bathrooms feature modern furniture and luxurious updates. The master bedro.......read more

2 Bedroom(s)
2 Bath(s) Sleeps 6


Vacation Home


Long Term Discounts! Siesta Key Palm Island Canal-Front House Walk to Beach

Siesta Key Private vacation home Star 4.9 Star Review

Large home with 3 bedrooms and 3 bathrooms. Looks and feels like a Mexican Hacienda. Low ceilings (approx 7 foot) in the living room and bedrooms. Three sliding glass doors open up to a screened in heated pool. Walk down the paver path to a dock on the canal. At night, lights under the water allow you to see the fish swimming in the canal. Le.......read more

3 Bedroom(s)
3 Bath(s)


Vacation Home


Siesta Beach House #205 Ground Floor, Minute Walk to Beach

Siesta Key Condo Star 4.0 Star Review

If you\'re looking for a great vacation location on beautiful Siesta Key, then look no further than this 2 bedroom/2 bath unit that sleeps 6 This people friendly complex is the perfect place to bring the family for a true holiday get-away at the beach! You can enjoy swimming in the heated pool, take up a game of shuffleboard, stroll along gorgeous.......read more

2 Bedroom(s)
2 Bath(s) Sleeps 6


Vacation Home


Private villa, 7 min walk to beach, restaurants, grocery

Siesta Key Villa Star 4.9 Star Review

Amazing private location, steps away from all the action. Seven minute walk to beach, restaurants, grocery store, and boat rentals. This place will feel like your home away from home. Recently renovated with all new furnishings, including a large, fully stocked kitchen and 65-inch TV in living room. Enter this single family, one story, 1200 SF hous.......read more

2 Bedroom(s)
2 Bath(s) Sleeps 7


Vacation Home


Aloha Kai - Unit 14- Your own private villa!

Siesta Key Cottage Star 3.0 Star Review

Fully furnished villas offer living room, dining area, fully equipped kitchens, 1 bedroom/ 1 bathroom. Screened porch. Short walk to the beach or pool. ALOHA KAI is a five acre vacation retreat hosting 68 private villas and apartments, nestled on the powdery-white sands of the Gulf of Mexico. Villas are at ground level, and offers a private parking.......read more

1 Bedroom(s)
1 Bath(s) Sleeps 2


Vacation Home


Tivoli by the Sea-Unit 404 - Beautiful View of the Gulf

Siesta Key Apartment Star 5.0 Star Review

Your Ultimate Vacation Getaway Awaits you here at Tivoli by the Sea!! This beautifully decorated 2 bedroom, 2 bath condo has all the comforts of home with a fully stocked kitchen & a gorgeous view of the Gulf of Mexico. Sit on your 26 ft open balcony and watch our spectacular sunsets!! This unit sleeps 4 with a king in the master, and two twin size.......read more

2 Bedroom(s)
2 Bath(s) Sleeps 4


Vacation Home


Very Clean and fun ! Sarasota Siesta key beach Condo 1/1 2 +beds

Siesta Key Condo Star 4.3 Star Review

Beautiful, secure, upgraded unit with new curve TV, Live in Amazing Siesta Key, modern upgraded condo. Enjoy one of the nicest beaches in the world in style, our condo is located on beautiful Siesta Key, completely furnished, accommodations include an additional pull down murphy bed. This third floor unit is completely furnished with all you need t.......read more

1 Bedroom(s)
1 Bath(s) Sleeps 4


Vacation Home


Tivoli by the Sea-Unit 504 - Gorgeous unit with a gorgeous view

Siesta Key Apartment Star 5.0 Star Review

Your Ultimate Vacation Getaway Awaits you here at Tivoli by the Sea!!! This beautifully decorated 2 bedroom, 2 bath condo has all the comforts of home with a fully stocked kitchen & a gorgeous view of the Gulf of Mexico. Sit on your 26 ft open balcony and watch our spectacular sunsets!!! This unit sleeps 5 with a king in the master, a full and twin.......read more

2 Bedroom(s)
2 Bath(s) Sleeps 5


Vacation Home


Top in Siesta Village at Best Beaches, Food & Entertainment! Casa Van Lopik.

Siesta Key Private vacation home Star 4.9 Star Review

A Gertrude Rentals property.  In the Siesta Village just a short walk to Siesta’s best beaches and sure to provide a combination of fun and rejuvenation you won\'t find in other getaways!  Casa Van Lopik is 100% private with two large 3BR units capable of accommodating up to 20, and a lush tropical indoor/outdoor patio lounging and dining area........read more

6 Bedroom(s)
4 Bath(s) Sleeps 22


Vacation Home


Siesta Key 4 Bedroom, Walk to Siesta Key Beach in 7 mins, Canal Home, Heated Splash Pool, WiFi, BBQ

Siesta Key Private vacation home Star 5.0 Star Review

Upscale Spanish Mediterranean style beautiful custom home on the canal with a private area to launch a kayak, walk to Siesta Key Beach, be able to take a dip to cool off in your own private splash pool and able to bring the whole gang!? It\'s all here waiting for you on Siesta Key, Fl in this gorgeous custom home. This is a large 4 bedroom 3.5 ba.......read more

4 Bedroom(s)
4 Bath(s) Sleeps 8


Vacation Home


Palm Bay Club Unit 311 with pools & hot tub - walk 1,500 feet to beach

Siesta Key Condo Star 4.5 Star Review

The Palm Bay Club Unit 311

Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click \'Book Now!\'

Walking distance to iconic Siesta Key Beach and steps from the pool and private Crescent Beach, this open-concept Palm Bay Club 2BR/2BA condo on the Gulf features plush f.......read more

2 Bedroom(s)
2 Bath(s) Sleeps 4


Vacation Home


BEACHFRONT CONDO - THREE BEDROOM - HEATED POOL - FREE BOAT DOCKS - RENOVATED

siesta key Condo Star 4.9 Star Review

Beachfront Condo - Three Bedroom - Heated Pool - Free Boat Docks - Upscale - Siesta KeyLocated Next to Turtle Beach on the Southern End of Siesta Key, Sarasota, FL

Top beachfront unit at Fisherman\'s Cove!! Fisherman\'s Cove is a very rare Siesta Key condo where every unit has direct, unobstructed, full Gulf views. The building is one of t.......read more

3 Bedroom(s)
2 Bath(s) Sleeps 8


Vacation Home


CA201N - SIESTA KEY–CENTER BEACH FRONT CONDO WITH SPECTACULAR VIEWS OF THE GULF

Siesta Key Condo Star 4.9 Star Review

201N.
Last minute specials!
$200 off during the weeks of August 20/2022 to September 3/2022 and September 24 to October 1, 2022.

Come and enjoy the sun and moon light on the Gulf and feel the powder white sands of Siesta Key between your toes, where the sand never gets hot, steps away from your condo.

We are located DIRECTLY O.......read more

2 Bedroom(s)
2 Bath(s) Sleeps 6


Vacation Home


Best Location Siesta Key Village Beach, Restaurants, Bars10% Friends Discount

Siesta Key Apartment Star 4.5 Star Review

Apartment /entire First floor

This charming Siesta Key vacation rental home is a unique combination of relaxation and fun, a beautiful kitchen, dining area, living room and outdoor patio area. This beautiful property has access to a heated pool (the pool is shared between the two units in the house). This home has every amenity you could fat.......read more

3 Bedroom(s)
3 Bath(s)


Vacation Home


Aloha Kai - Unit 49-close to the pool!

Siesta Key Cottage Star 4.5 Star Review

This 2 story Villa is just steps from the largest heated pool on Siesta Key and a few minute walk to our wonderful private beach. Featuring 2 bedrooms upstairs, king bed in the master and 2 twins in the guest room with a full bath to share. This Villa also boasts a spacious living/dining area and fully stocked kitchen on the main floor. Sleeps u.......read more

2 Bedroom(s)
2 Bath(s) Sleeps 6


Vacation Home


Stunning 4/3 Canal Home Siesta Key w/ Pool & Boat Dock

Siesta Key Private vacation home Star 5.0 Star Review

House located only 10 min walk from Siesta Beach and 5 min from the "Village"!

This Stunning & vast home on Canal w/ heated pool & dock is 3,496 sq ft with 4 bedrooms 3 bathrooms. Located Avenida de Mayo on the famous Siesta Key, it offers a unique experience with its large outdoor area, pool, canal access and refined furnishing!
This ho.......read more

4 Bedroom(s)
3 Bath(s) Sleeps 12


Vacation Home


1st Floor Gulf View, Convenient Walk Out to Pool w/ 3 Porches!

Siesta Key Condo Star 5.0 Star Review

Enjoy your beachfront vacation condo here in Siesta Key, with perfect sandy beaches right out your door. Siesta Key is a barrier island along the southwestern coast of Florida and is considered by beach experts to be one of the most beautiful beaches in Florida. When you stay with us at Siesta Dunes Condominiums, you stay in style and comfort, just.......read more

2 Bedroom(s)
2 Bath(s) Sleeps 5


Vacation Home


Luxurious Waterfront Retreat with bay & city views minutes from Beach

Siesta Key Private vacation home Star 5.0 Star Review

Villa Siesta sits poetically in a walled, gated garden on deep, azure-colored Hansen Bayou with views of Sarasota Bay & City skyline. This architecturally unique 5400 sf villa is built around a spacious tower with winding 3 story staircase opening to each living level.

The romantic residence is located just a few blocks from Shell Beach, les.......read more

4 Bedroom(s)
6 Bath(s) Sleeps 8


Vacation Home


Luxury penthouse unit w/stunning views, open floor plan, & private beach access

Siesta Key Condo

This 2 Bed/2 Bath boasts gorgeous bay views, high-end finishes, and a spacious layout with cathedrals ceilings. Updated kitchen with stainless steel appliances, in-unit washer/dryer, full sleeper sofa and 3 TVs.

If you are looking for a luxury getaway with an unbeatable location this unit has it all!

Exclusive amenities include:read more

2 Bedroom(s)
2 Bath(s) Sleeps 6


Vacation Home


Luxury on Crescent Beach - Great Location!

Siesta Key Condo Star 4.8 Star Review

Luxury condominium directly on world-famous Crescent Beach! Located at Siesta Breakers - one of the premier properties on Siesta Key. Enjoy this designer furnished unit - with quality flooring, cabinets, granite counter tops, kitchen appliances, two televisions, free wi-fi, and classic island-inspired furnishings. The property features a beautiful.......read more

2 Bedroom(s)
2 Bath(s) Sleeps 4


Vacation Home


Newly Renovated Condo Within Walking Distance of Siesta Key Beach!

Siesta Key Condo Star 5.0 Star Review

Beautiful 2 bedroom, 2 bathroom condominium completely redecorated and updated with brand new kitchen and appliances (2019). Enjoy this perfect location within walking distance of Siesta Key Beach (one of Americas highest rated beaches), relax at the heated pool or just enjoy a book on the lanai. In addition to the heated pool, amenities at the .......read more

2 Bedroom(s)
2 Bath(s) Sleeps 4


Vacation Home


On Siesta Key Beach!! Sandpiper Beach Club of Siesta Key
Siesta Key, FL USA

Siesta Key Condo

7 night min booking for this 2/2 resort condo directly on Siesta Key Beach with it\'s own private beach! Beach chairs and umbrellas available through resort for a nominal fee. Heated pool and hot tub also included. Many other amenities include onsite gym, tennis and shuffle board. Several grilling stations and seating areas located along the ground.......read more

2 Bedroom(s)
2 Bath(s) Sleeps 6


Vacation Home


Beautiful two bedroom, two bathroom condo with great views.

Siesta Key Apartment Star 4.7 Star Review

Enjoy watching the beautiful sunsets every night from your own private lanai in this two-bedroom, two-bathroom condo. Located at Siesta Beach with Siesta Key\'s famed “Village” a short walk away. This lovely condo has everything you are looking for: fully equipped kitchen, newly renovated bathrooms featuring state of the art toilet system, rain.......read more

2 Bedroom(s)
2 Bath(s) Sleeps 4


Vacation Home


Aloha Kai - Unit 1 close to pool!

Siesta Key Cottage Star 4.2 Star Review

Updated recently in the kitchen with a quartz counter top and all new appliances! Also, many new furniture pieces including a beautiful dinning table set (seats 8), a king "Tommy Bahama Paradise Point Plush" mattress set in the master bedroom, and a queen "Perfect Sleeper Plush" mattress set in the second bedroom. Also a queen sleeper couch was r.......read more

2 Bedroom(s)
2 Bath(s) Sleeps 6


Vacation Home


New Listing! CJs on Siesta | Located in Siesta Key Village, Walk to the Beach!

Siesta Key Private vacation home

Welcome to CJ\'s on Siesta! This group of 6 private units is perfect for large families and groups, with the ability to accommodate up to 24 guests, with 6 bedrooms and 6 bathrooms.

Cross the drawbridge from Sarasota to enter the serene island escape of Siesta Key, Florida! With clear blue gulf waters and powdery white sand, Siesta Key\'s wo.......read more

6 Bedroom(s)
6 Bath(s) Sleeps 24


Vacation Home


Buttonwood 940 - 3 Bedroom Condo with Private Beach with lounge chairs & umbrella provided, 2 Poo...

Siesta Key Condo

Beautifully and recently updated 3BR/2BA private, end/corner unit with ceramic tile floors in all living areas. Completely renovated bathrooms, tile showers with rain shower heads in both bathrooms, newly tiled and painted master bedroom and second bedroom. All new fans with lights in condo. New glass lanai doors and all new windows. Spacious with .......read more

3 Bedroom(s)
2 Bath(s) Sleeps 6


Vacation Home


Our House at the Beach C-120 Corner Unit!

Siesta Key Condo Star 4.6 Star Review

This Lake House offer a generous bi-level layout that includes separate dining and living room spaces. The eat-in kitchen is fully stocked with pots, pans, dishware, flatware, and has full size appliances including a dishwasher, microwave and full-size washer and dryer for your convenience. Off the large living room there is a balcony overlooking.......read more

2 Bedroom(s)
2 Bath(s) Sleeps 6


Vacation Home


CA705S - COZY, COMFORTABLE CONDO on the #1 beach in the USA>

Siesta Key Condo Star 4.2 Star Review

Bright and cheery, freshly painted, new linens and some new furniture! Brand new Murphy Bed!

Living room has two loveseats and a flat screen TV.

Bedroom has a king bed, large chair and light for reading. Flat screen TV

Lanai has a gulf view of world famous Crescent Beach. Put your toes in its unique 99% quartz sand that has.......read more

1 Bedroom(s)
1 Bath(s) Sleeps 4


Vacation Home


New Listing - Bali Hai House - A Siesta Key Water Front Cottage

Siesta Key Private vacation home Star 5.0 Star Review

Everything you\'re looking for in a comfortable and convenient vacation is waiting for you at Bali Hai House! This gorgeous waterfront home is fully equipped with a spacious outdoor patio, fire pit, and private screened in heated pool. Hang out on the hammock and watch boats drift by or take a short walk to Siesta Key Beach. This spot is ideal for.......read more

3 Bedroom(s)
2 Bath(s) Sleeps 8


Vacation Home


Beautifully Updated Gulf View, 2 Bed, 2 Bath with Loft, Sleeping 6

Siesta Key Condo Star 5.0 Star Review

Beautifully updated 2 bedroom, 2 bathroom with loft, gulf view unit. This unit is new to the Rental Program as of June of 2019. The master features a king size bed, updated bathroom with a shower and side porch with a view of the water. The guest room has a king size bed. For convenience, the washer/dryer is in the guest room closet. The guest bath.......read more

3 Bedroom(s)
2 Bath(s) Sleeps 6


Vacation Home


Our House at the Beach C-111 Newly Remodeled

Siesta Key Condo

Lake houses offer a generous bi-level layout that includes separate dining and living rooms spaces. The eat-in kitchen is fully stocked with pots, pans, dishware, flatware, and has full-sized appliances including a dishwasher, microwave and washer and dryer for your convenience. Off the large living room there is a balcony overlooking the Lake. Th.......read more

2 Bedroom(s)
2 Bath(s) Sleeps 4


Vacation Home


Newly Reno Cozy 2BR - Walk to Beach & Village!

Siesta Key Private vacation home

Duplex second floor unit located in best location in Siesta Key! Walk to the beach just across the street or to the Village just 5 mins down the road! This unit has two bedrooms and one full bathroom. Very central location in Siesta Key, close to everything. About 10 miles away from Sarasota airport.

The space
Amenities Included:
- Acr.......read more

2 Bedroom(s)
1 Bath(s) Sleeps 6


Vacation Home


Crystal Sands1107 Exquisite Gulf & Sand Views, Luxury

Siesta Key Condo

1107 is definitely a slice of heaven on Siesta Key. It\'s fresh and new with beautiful new beachy furnishings, new linens, and a full width view deck accessible from every room. Enjoy direct west and north views of the Gulf plus downtown Sarasota views. Take one of three elevators to sugar white quartzite sands & turquoise waters. Designer kitche.......read more

2 Bedroom(s)
2 Bath(s) Sleeps 6


Vacation Home


Cozy Romantic Siesta Key Beachfront Condo-full beach view. 50 steps to the beach

Siesta Key Condo Star 5.0 Star Review

HERE\'S 23 TOP REASONS why This Condo Unit is the Perfect Place to Stay for Your Siesta Key Vacation. Also, read below about our new exclusive rain policy.

1. Unbelievable beach views ! Take the elevator to the 3rd floor. Open the door to our unit 304. Experience an unforgettable 3rd floor vantage point view offering 180 degrees of a swe.......read more

1 Bedroom(s)
1 Bath(s) Sleeps 4


Vacation Home


Prime Location! 200 feet to the beach. 2 blocks to shopping and restaurants

Siesta Key Private vacation home Star 4.9 Star Review

NEW OWNERS and we are excited to have you! Heron\'s Haven is located 200 feet from an entrance to Siesta Key beach which is rated the #1 Beach in the USA. This private home boasts all the amenities you will need while on vacation and is within the desired "Golden Triangle" on the island. Short walk (two blocks) to shopping, dining, bars and much mo.......read more

2 Bedroom(s)
2 Bath(s) Sleeps 6


Vacation Home


Peppertree Bay Gulf Beach!- Steps from your private beach

Siesta Key Condo Star 5.0 Star Review

PEPPERTREE BAY CONDO - ON THE GULF BEACH ON SIESTA KEY - This is a fully furnished 2 Bedroom, 2 Bath, condo. It was fully renovated in 2017. There is an elevator. All new stainless appliances, furniture, granite counter-tops, tiled floors, raised ceilings, and we\'ve incorporated the lanai into the main living area (with AC) for more living space.......read more

2 Bedroom(s)
2 Bath(s) Sleeps 4


Vacation Home


Beautifully Updated Ground Floor at Gulf & Bay Club. Gulf Front Living at it's Finest!

Siesta Key Condo Star 5.0 Star Review

Beautifully Updated Ground Floor Condo at the Desirable Gulf & Bay Club. Gulf Front Living at it\'s Finest!

Just steps from Crescent Beach, you are sure to fall in love with this beautiful, spacious 2 bedroom, 2 bath ground floor unit with all the amenities the Gulf & Bay Club Resort has to offer. Step out the door of the enclosed lanai and.......read more

2 Bedroom(s)
2 Bath(s) Sleeps 8


Vacation Home


101-Excelsior- Updated and Full Gulf Front!- 2 week minimum

Siesta Key Condo Star 4.8 Star Review

PERFECT PLACE TO WATCH THE SUNSET!! 2 bedroom/2 bath gulf front condo located on Crescent Beach. Walk out onto your patio and directly down to the courtyard area with a private back entrance for easy access to the pool area and beach access. . This unit features a King bed in the master and 2 Queen beds in the guest room. It\'s only a short walk .......read more

2 Bedroom(s)
2 Bath(s) Sleeps 6


Vacation Home


Sprinkle of Irish charm, beautifully updated, Siesta Dunes 8-205

Siesta Key Condo Star 4.3 Star Review

Welcome to our condo 8/205. Featuring beautiful wood floors, Siesta Dunes Beach 205 in Siesta Key, Florida is an ideal choice for families planning to spend all their daytime hours at the pool or the gorgeous on-site beach. As a gulf-side property, it’s easy on the wallet while its lovely atmosphere makes it a great home to return to for relaxing.......read more

2 Bedroom(s)
2 Bath(s) Sleeps 6


Vacation Home


SIESTA KEY! MIDNIGHT COVE 2/2 GULFRONT! BOOKING FOR FALL 2022 NOW!

Siesta Key Condo Star 4.7 Star Review

SOME RESTRICTIONS APPY DUE TO COVID 19.

MIDNIGHT COVE GULF SIDE, GULF VIEW!!! LOCATED DIRECTLY ON SIESTA KEY BEACH, VOTED THE NUMBER ONE BEACH IN AMERICA! Located just steps from the legendary white powder sands of Siesta Key Beach. This is the perfect location and condominium for a perfect vacation! Nicely updated throughout, this delight.......read more

2 Bedroom(s)
2 Bath(s) Sleeps 6


Vacation Home


OVER 180 DEGREE VIEW OF THE BEACH AND GULF!!!

Siesta Key Condo Star 4.9 Star Review

Location, view & value. This is the best location, the best value, and absolutely the most stunning view in Siesta Key. There’s even a nice view of Sarasota Bay and the mainland from your kitchen window. Views galore from every room (except for 1 closet).

This 11th floor condo has both panoramic views of the Gulf of Mexico and the bea.......read more

2 Bedroom(s)
2 Bath(s) Sleeps 5


Vacation Home


Stunning 2 Bedroom/ 2 Bath with Best Siesta Key Beach Views!

Siesta Key Condo

This 2 bedroom, 2 bathroom condo (One King and Two Full Beds) is the perfect place to take your next vacation. You will be amazed by the breathtaking views of the Gulf from this 5th floor unit with wrap around balcony! Included with your stay: Complimentary Bicycles, Beach chairs, Beach-Towels, Free-rides around Siesta and a 7-day week office for .......read more

2 Bedroom(s)
2 Bath(s) Sleeps 6


Vacation Home


Buttonwood 950 - 3 Bedroom Condo with Private Beach with lounge chairs & umbrella provided, 2 Poo...

Siesta Key Condo

Full Remodel JUST COMPLETED- Dec. 2016!!! VERY SPACIOUS 5th Floor 3BR/2BA corner unit overlooking the tranquil waters of the intracoastal waterway. The glass enclosed lanai stretches from the living room to the master bedroom. Living room is adorned in Florida decor and has TV, DVD. Master bedroom has King size bed & TV. Master bath has large walk .......read more

3 Bedroom(s)
2 Bath(s) Sleeps 6


Vacation Home


Waterfront Condo at The Inlet - Great Views, Heated Pool on the Bay Quiet, Friendly Community #39

Siesta Key Condo Star 3.8 Star Review

Waterfront with Great Views & Large Heated Pool Overlooking the Bay

Cozy 2 bedroom, 3rd floor condo located directly on Turtle Beach Inlet where you can fish, swim, and boat just steps from your door. Condo has just been repainted throughout and features comfortable living room furniture w/sleeper sofa for overnight visitors. New dining set .......read more

2 Bedroom(s)
2 Bath(s) Sleeps 4


Vacation Home


Buttonwood 472 - 3 Bedroom Condo with Private Beach with lounge chairs & umbrella provided, 2 Poo...

Siesta Key Condo Star 5.0 Star Review

Fabulously decorated 3/2 corner unit on the seventh floor. Wood flooring and ceramic tile throughout. The updated kitchen and baths adorn granite counter tops. Decorated with soft leather sofa and chairs, the living room comes with TV/VCR/DVD. Step out onto the screened lanai and feel the subtle tropical breeze. Experience the view of Crescent Beac.......read more

3 Bedroom(s)
2 Bath(s) Sleeps 6


Vacation Home


Location. 3 bedroom cottage block from beach and two blocks from Siesta Village

Siesta Key Cottage Star 4.7 Star Review

Location, location, location. Our charming 3-bedroom 2 bath Florida beach cottage, which is over 1000 feet and sleeps 6, which we call the “Manatee Cottage” is across the street from the soft, white sands of the world-famous Siesta Beach which is consistently rated the best beach in the United States (you will be a 5 minute walk from access 7)........read more

3 Bedroom(s)
3 Bath(s) Sleeps 6


Vacation Home


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