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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.

Walk To Siesta Village And Beach/Private Pool & Hot Tub

Siesta Key Apartment Star 4.9 Star Review

Private 2 bedroom 1 bath apartment in large house for rent. The apartment is actually the main portion of the house and the other portion of house is rented to annual tenant with no access to pool. Couch in living room can be used to sleep an additional person. King bed in master and queen bed in second bedroom. All high end appliances, large scre.......read more

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


Vacation Home


2 bed 2 bath Siesta Key Condo, walk to beach

Siesta Key Condo Star 5.0 Star Review

1st floor condo with 2 community pools, beautiful walking path and shoreline access to the bay. Its 3/4 mile or 12 minute walk to the white sands of Siesta Key beach which has consistently been rated one of the top 5 beaches in the United States. Hundreds of restaurants and grocery stores are within 10 minute drive........read more

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


Vacation Home


COZY UNIT ON THE BEACH ACCESS TO 3 POOLS

Siesta Key Condo Star 4.8 Star Review

PLEASE NOTE: ONE WEEK MINIMUM STAY REQUIRED DURING THE PRIME SEASON, AND 4 NIGHT MINIMUM STAY OFF SEASON.
*Banyan Tree Beach Resort requires a signed contract WITHIN ONE WEEK OF BOOKING to confirm.*
On location, you can pick from the three pools, play shuffleboard, walk on the beach, or you may want to take a short walk to Siesta Key Public B.......read more

1 Bedroom(s)
1 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


Bay Isle Bliss | LIMITED OFFER: Book 4 nights get 3 nights free!

Siesta Key Private vacation home Star 4.8 Star Review

LIMITED OFFER: Book 4 nights get 3 nights free! Valid for vacation dates now through 12/15/22. Contact us for more details!

Bay Isle Bliss is a newly updated, single-family home residing on Siesta Key\'s north end. Three bedrooms and two bathrooms can accommodate up to 8 guests alongside luxury amenities including a private, heated pool and.......read more

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


Vacation Home


Pet-friendly condo a short walk from private beach & fishing dock on bay

Siesta Key Condo

Get your second wind at A Second Wind! Roomy, quiet and comfortable third-floor condo at beautiful Island Reef. Beach-to-bay complex on the peaceful side of Siesta Key with a pool view. Our private Gulf beach, pools and bay are not crowded at all. Two heated pools, tennis courts, pickleball and sauna. The private beach is just a five-minute walk ac.......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


New Listing on Siesta Key, Steps to Pool, WiFi/Cable, Outdoor Patio, Sunroom, Carport, King Master

Siesta Key Condo

New Listing in peaceful Polynesian Gardens where you can walk to Crescent Beach on Siesta Key! Just a 12 minute walk to sink your toes in the white powder quartz sands of Crescent Beach! Relax every evening sitting in a beach chair under an umbrella with a glass of wine (ok, plastic!) to watch an incredible Gulf of Mexico sunset!! You won’t be di.......read more

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


Vacation Home


Clean and Perfectly Remodeled Townhome, Steps From the Private Beach

Siesta Key Private vacation home Star 4.8 Star Review

Impeccably Clean, the reviews speak for themselves!

Located at Siesta Beach House, 5950 Midnight Pass Road, this luxurious Beach Townhouse, is just steps to its private beach entrance. Totally renovated top to bottom. This 2 bedroom, 2.5 bath Townhome is amazing and the best unit in the complex. Well, 302 is a close tie but that\'s mine .......read more

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


Vacation Home


Siesta Dunes Beach 201, Completely Renovated, 2 Bedrooms, Sleeps 6, Spa, Large H

Siesta Key Condo Star 4.3 Star Review

This unit has been newly renovated. Stunning seaside decor, new kitchen, baths, paint, and luxury vinyl plank flooring throughout. Decked in pure tropical style, Siesta Dunes Beach 201 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, .......read more

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


Vacation Home


Beautifully decorated 2 bedroom/2 bath condo with a gorgeous view of the Gulf of Mexico

Siesta Key Apartment Star 4.3 Star Review

Kick back in your vacation getaway, this two-bedroom condominium enviably situated across from Beach Access 11 at the world-renowned white sands of Siesta Beach. Located on the main level, the open floor plan boasts views of the Gulf, white sands, and magnificent sunsets. Enjoy morning coffee or pre dinner cocktails from your private outdoor patio........read more

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


Vacation Home


Chinaberry 913 - 2 Bedroom Condo with Private Beach with lounge chairs & umbrella provided, 2 Poo...

Siesta Key Condo Star 5.0 Star Review

Brand New to Rental Program! Recently refurnished and re-decorated! Ground-level, bay front, 2BR/2BA that sleeps 6. Full Water & Bay Views! King Bed in Master, 2 Doubles in the Guest Bedroom. Large walk in Shower in Master Bath with dual-sink counter top. Walk-in shower in Guest Bathroom in the hallway. Glass and Screened Lanai perfect for relaxin.......read more

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


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) Sleeps


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


Aloha Kai - Unit 39-beautifully updated!

Siesta Key Cottage Star 4.0 Star Review

Fully furnished villa offering living room, dining area, fully equipped kitchen, two bedrooms and one bathroom. 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 space directly outside your front door.......read more

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


Vacation Home


NEW LISTING! Spend your winter in this condo just steps from Siesta Village!

Siesta Key Condo

Enjoy your stay on Siesta Key Beach!

Whispering Sands condo is located right on Siesta Key Beach and just a block from the Siesta Key Village, where you can enjoy countless restaurants, cafes, bars and boutiques.

Kitchen, Living Room and Master Bedroom all have beautiful views of the Gulf of Mexico. Master bedroom has a queen size .......read more

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


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


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


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


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


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


Gorgeous Views for sunsets over Siesta Key from enclosed Lanai.

Siesta Key Apartment Star 4.8 Star Review

Enjoy stunning views of the beautiful white sands of Siesta Beach and gorgeous sunsets from your picture window of this 2 bedroom 2 bath 3rd floor condo.
This family friendly beach view condo has everything you will need for a carefree, comfortable stay in Paradise.
Award winning Siesta Beach is just steps away and a 10 minute walk finds you.......read more

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


Vacation Home


Perfect Siesta Village Pool Home! Walk to the beach and hang out in the Village!

Siesta Key Private vacation home Star 4.8 Star Review

This Lovely, fully updated 3 bedroom property that holds 4 Adults and 2kids.Its also is a 3 bath canal home 1 block from Siesta Village! Tropical private pool setting just off the main living area and the grand Master Bedroom. Second Master suite with private bath including soaking tub. All bathrooms completely redone in 2015. Quiet street literall.......read more

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


Vacation Home


New Listing! Sea Dream | Located in Siesta Key Village, Walk to the Beach!

Siesta Key Private vacation home Star 5.0 Star Review

Welcome to Sea Dream! This private unit is perfect for small families, with the ability to accommodate up to 4 guests, with 1 bedrooms and 1 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 world-renowned beaches are the p.......read more

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


Vacation Home


Beachfront Resort Style Living - Siesta Beach

Siesta Key Condo Star 5.0 Star Review

**NEWLY REMODELED KITCHEN -- UPDATED FLOORS AND BATHROOMS** Come enjoy luxurious resort style living in this beautiful third floor end unit. The Gulf and Bay Club is the perfect place to relax and enjoy the world famous sands of Siesta Beach. From the moment you walk through the door, you are greeted with sweeping views of immaculate manicured club.......read more

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


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


Steps from Siesta Village and the Beach

Siesta Key Condo Star 4.9 Star Review

100% REFUND IF YOU NEED TO CANCEL - Due to Covid, I am offering a full refund on all cancellations up until the day of trip. I understand that committing to a vacation is much more difficult with all the uncertainty these days and I want to make the process as easy as possible for my guests.

Thanks for viewing our listing. Our condo is loca.......read more

Studio
1 Bath(s) Sleeps 2


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


New Listing! Sea Coast | Located in Siesta Key Village, Walk to the Beach!

Siesta Key Private vacation home Star 4.8 Star Review

Welcome to Sea Coast! This private unit is perfect for small families, with the ability to accommodate up to 4 guests, with 1 bedrooms and 1 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 world-renowned beaches are the p.......read more

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


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


Spacious 2Bed/ 2Bath Beachfront Town Home!!

Siesta Key Private vacation home

DIRECTLY ON NUMBER ONE RATED BEACH IN THE USA SIESTA BEACH !!! Included with your stay: Complimentary Bicycles, Beach chairs, Beach-Towels, Free-rides around Siesta and a 7-day week office for your convenience and guest needs. Beachfront home on Siesta Key Sunset Point. Siesta Key Beach is the number one rated beach in the USA. Walk out of your fro.......read more

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


Vacation Home


Chinaberry 423 - 2 Bedroom Condo with Private Beach with lounge chairs & umbrella provided, 2 Poo...

Siesta Key Condo Star 4.0 Star Review

Brand New to the Rental Program! Absolutely GORGEOUS 2 bedroom 2 full bath unit on the 2nd floor in the main tower on the Gulf Side. Overlooking the beautiful tropical grounds, pool and the famous, white sugary sands of Crescent Beach! Tastefully decorated in a very light and bright, modern beach-theme, leather furniture in the living room, very up.......read more

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


Vacation Home


Pool/Waterfront Home 5 min walk to Siesta Key Village and Beach

Siesta Key Private vacation home Star 5.0 Star Review

Located 5 minutes walk to #1 Siesta Key Beach, famous bar and restaurants. This beauty has a private court yard with a fountain to enjoy a cup of coffee and a good book. A large swimming pool with a private dock on a canal navigable to the Gulf of Mexico with a shore filed with magnificent stands of mangrove, manatees, herons, pelicans for your enj.......read more

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


Vacation Home


Our House at the Beach 222, Sleeps 4, 2 Bedroom, Tennis, Heated Pool

Siesta Key Condo Star 4.5 Star Review

There\'s plenty of room for everyone here at Our House. We have a split-level living/dining area, with a large living room made for a crowd! The huge sectional sofa faces our new HDTV with DVD player, so anytime you need a little downtime from all the outdoor fun, settle in with your favorite movie, a bowl of popcorn, and frosty drinks. The kitchen.......read more

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


Vacation Home


Decadence on Siesta Key with private pool and dock

Siesta Key Private vacation home Star 4.5 Star Review

As you enter the property, you will take a walkway along the your private entry and into the private tropical backyard with the world’s smallest pool or the world’s largest jacuzzi, a fish-less pond, and a private dock on the canal where snook jump and manatees have been seen. Lounge chairs, tables, grill and fire pit are yours in the fenced in.......read more

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


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


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


Slice of Beach Paradise | Private Wraparound Balcony with Amazing Gulf Views

Siesta Key Private vacation home Star 4.0 Star Review

Beach Road Condo Unit 2

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

Perched by the shoreline, this 3BR/2BA townhome is a slice of beach paradise. With the Gulf just a 2-minute walk away, enjoy the stretches of sugar-white sand and turquoise .......read more

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


Vacation Home


Updated Top Floor Siesta Key Vacation Rental at Bay Oaks

Siesta Key Condo

Recently fully renovated and tastefully decorated 2-bedroom 2 bathroom 5th Floor condo in the very desirable island community of Bay Oaks. Bay Oaks offers a heated pool, barbecue grill area, tennis courts, fishing area on the intra-coastal and pool table in the club house. Vacation on beautiful Siesta Key less than a ten-minute walk to the public b.......read more

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


Vacation Home


Buttonwood 417 - 3 Bedroom Condo with Private Beach with lounge chairs & umbrella provided, 2 Poo...

Siesta Key Condo Star 5.0 Star Review

**** 7 Night Minimum from Saturday to Saturday ONLY!**** Spacious 1600+ sq. ft. 3/2 ground floor unit. Step out lanai and back door to pool and beach! New flat screen tv\'s in living room and all bedrooms, king bed in master bedroom. Step-in shower/roman tub in master bath. Guest bedroom has queen bed and guest bath has a tub/shower combination. 3r.......read more

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


Vacation Home


5 Star LUXURY RETREAT on BEACH ROAD, SIESTA KEY BEACH, New POOL

Siesta Key Private vacation home Star 4.9 Star Review

One of the nicest private homes on Siesta Key Beach. We have the highest 5 star rating on Siesta Key. See Vrbo 802548 for more reviews of this home - . Stunning and spacious on Beach Road right across the street from Beach Access 10 (ranked number one Beach in US.) Please note that our vacation home consists of two units. This listing\'s pri.......read more

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


Vacation Home


Sunset Royale - 206- Close to Beach and Siesta Village

Siesta Key Condo Star 4.8 Star Review

Tropical, laidback, and filled with island flair, this two-bedroom condominium enviably situated alongside the world-renowned sands of Siesta Beach. Located on the second level, the open floor plan boasts views of the Gulf, white sands, and magnificent sunsets. Enjoy morning coffee or pre dinner cocktails from the Sunroom. The master bedroom featur.......read more

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


Vacation Home


Siesta Key Beach View Condo New Stainless Steel Kitchen Appliances

Siesta Key Condo Star 5.0 Star Review

Looking for a little get away at the Beach? Well, you’ve found it! This recently updated condo features two bedrooms and one full bath which puts you in the perfect location steps away from the world-famous quartz sand of Siesta Key Beach. There is no need to worry about parking, you are a one minute walk to the beach. This 4th floor condo has a .......read more

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


Vacation Home


Siesta Key # Beach Oasis with special summer rates!!!

Siesta Key Condo Star 4.9 Star Review

Now with private Wifi. This One Bedroom, One Bath condo is just steps to the white, powdered-sugar sand of Siesta Key. Here at La Siesta Condominiums you also have easy access to Siesta Village and it\'s numerous restaurants, specialty shops, night life and other attractions.
Unit 217 is decorated in a modern tropical theme and overlooks our poo.......read more

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


Vacation Home


"Safe & Clean" Hide-A-Way Suite, only 60 steps to the Siesta Key Public Beach

Siesta Key Apartment Star 4.7 Star Review

HIDE-A-WAY Suite

This enchanting comfortable and newly refurbished & updated 1 bedroom / 1 bath ground floor apartment, 580 is a strictly non-smoking unit. This apartment offers AC / heat, 1 king and a luxury queen size self inflating air bed for the living room.
All hyper-allergenic bedding, no feathers!
With a maximum occupancy of.......read more

Studio
1 Bath(s) Sleeps 4


Vacation Home


Firethorn 611 - 2 Bedroom Condo with Private Beach with lounge chairs & umbrella provided, 2 Pool...

Siesta Key Condo Star 5.0 Star Review

Welcome to this newly remodeled 6 person, 2-bedroom, 2-bath ground floor unit on Bay Side with a lovely canal view! Enjoy a roomy kitchen which provides plenty of countertop and cooking space, along with all new cabinets and dining ware. Full second bathroom with a walk-in tile shower. New vinyl flooring and bright walls along with an extended livi.......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


New Listing! The Coral Reef | Located in Siesta Key Village, Walk to the Beach!

Siesta Key Private vacation home

Welcome to The Coral Reef! This group of 3 private units is perfect for families and groups, with the ability to accommodate up to 12 guests, with 3 bedrooms and 3 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 world-ren.......read more

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


Vacation Home


CA405N - Family Beach Perfection! 2 Bed, 2 Bath Condo with Gulf view; Sleeps 6

Siesta Key Condo Star 4.9 Star Review

This 4th floor unit, with an elevator, is steps from the beach and a short walk to several restaurants, a Tiki bar, an island grocery store and water sports/ boating.

There are two separate bedrooms, each with their own bathroom and flat screen TV. The master bedroom has a King bed and the 2nd bedroom has a queen bed plus a double bed.
<.......read more

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


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


Sunset Royale - 100- Beautiful outdoor Patio across from Siesta

Siesta Key Apartment Star 4.8 Star Review

Enjoy breath taking views and beautiful sunsets of Siesta Key Beach (Voted #1 Beach) from your own private outdoor patio overlooking Siesta Beach.
Directly across from Beach Access 11, this two-bedroom, two bathroom open floor plan condo will fill you with good vibes. A fully equipped kitchen has all your needs. The living room features leather.......read more

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


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 Siesta Key 2br 3.5 bath condo! 1800 sq ft. #1 beach in the USA!

Siesta Key Condo Star 5.0 Star Review

This Siesta Key gulf side rental is located on one of the widest and most beautiful stretches of beach in the world. Beachaven is located at the ‘center’ of Siesta Key’s Crescent Beach (giving it the best vantage point for sunsets), and enjoys the widest private beach on all of Siesta Key, and likely the largest private beach in the entire w.......read more

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


Vacation Home


New Listing! Ground floor, easy access to the pool and beach! Siesta Dunes 2-104

Siesta Key Condo Star 4.0 Star Review

This ground floor 2 bedroom, 2 bathroom unit is nicely updated and comfortably furnished with easy access to the pool and the beach. Our Property is managed by the Siesta Dunes Rental Office and the staff is available to assist you during your stay.

Amenities include:

Gulf View, from 1st Floor

King in Master Bedroom

Show.......read more

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


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


Great Island Location - Walk to Beach, Shopping & Dining. Vista Hermosa 312A

Siesta Key Condo Star 4.4 Star Review

Great Island Location - Walk to Beach, Shopping & Dining. Vista Hermosa 312A

Beautifully remodeled condo just completed in Dec. 2020. All new kitchen including counters, fixtures & appliances. New bathrooms with updated fixtures. New dining set, living room & bedroom furniture. New lanai furniture. New flooring throughout & freshly painted. .......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


Siesta Beach House #303, Beautiful updated Unit

Siesta Key Private vacation home Star 4.6 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 6


Vacation Home


A Gem in Siesta Key FL - #1 beach in US

Siesta Key Condo Star 3.0 Star Review

WELCOME TO PARADAISE!!!
Light, bright, beachy and welcoming! A slice of old Florida just steps away from private beach access. Nestled behind the dunes is this hidden gem and slice of paradise. 2 Stories unit with all the comforts of home. Spend your days at the #1 beach in the US or explore all there is to do in Siesta Key Village. Amenities in.......read more

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


Vacation Home


Crescent Street 1138 B, Walk to the beach, Pool, 1 Bedroom, Pet Friendly

Siesta Key Private vacation home Star 4.2 Star Review

Half-hidden by lush tropical foliage, Crescent Street 1138 B is paradise for anyone who longs to relax in time-honored Florida style. Just a few blocks from Siesta Key’s quartz-white beach and the renowned Point of Rocks, the pet-friendly home is a haven in and of itself.

The first thing you’ll notice as you drive up is the house’s h.......read more

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


Vacation Home


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