Entire condo

Private Beach Access + Heated Pool - Tennis Facility - 2BR/2BA - Free Trolley

Family-friendly stay near Siesta Key Beach

Choose dates to view prices

Photo gallery for Private Beach Access + Heated Pool - Tennis Facility - 2BR/2BA - Free Trolley

A spacious living area with a balcony, a dining set, and a large painting of a wave.
An aerial view of a coastal hotel area with multiple buildings, a swimming pool, tennis courts, and a view of the ocean.
A modern kitchen with stainless steel appliances, beige cabinetry, a double sink, and a dishwasher.
A modern kitchen with white cabinets, a central island, and a dining area with a glass table and white chairs.
A living room with a TV, two couches, a glass coffee table, and a kitchen in the background.

Reviews

9.8 out of 10
Exceptional

Entire condo

2 bedrooms2 bathroomsSleeps 6

Popular amenities

  • Pool
  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
  • Air conditioning

Explore the area

View in a map
Siesta Key, FL
  • Place, Safe Harbor Siesta Key
    ‪6 min walk‬
  • Place, Crescent Beach
    ‪6 min walk‬
  • Place, Siesta Key Beach
    ‪11 min walk‬
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪29 min drive‬

Room options

About the neighborhood

Siesta Key

South Village stay.Within a 15-minute walk of this South Village condo, you'll find Siesta Key Beach and Crescent Beach. Also, Safe Harbor Siesta Key is within half a mile (1 km) and Point of Rocks is within 2 miles (3 km).

What's nearby

  • Safe Harbor Siesta Key - 6 min walk - 0.4 miles
  • Crescent Beach - 6 min walk - 0.4 miles
  • Siesta Key Beach - 11 min walk - 0.6 miles
  • Gulf Gate Shopping Center - 3 min drive - 1.3 miles
  • St. Boniface Episcopal Church Labyrinth - 5 min drive - 2.2 miles

Getting around

  • Sarasota-Bradenton Intl. Airport (SRQ) - 25 min drive

Restaurants

  • ‪McDonald's - ‬2 min drive
  • ‪Panera Bread - ‬3 min drive
  • ‪Captain Curt's Crab & Oyster Bar - ‬5 min walk
  • ‪Five Guys - ‬3 min drive
  • ‪Hooters - ‬3 min drive

About this property

Entire place

You'll have the entire condo to yourself and will only share it with other guests in your party.

Private Beach Access + Heated Pool - Tennis Facility - 2BR/2BA - Free Trolley

Welcome to Anchorage 506, a spacious 1,287-sq.-ft. renovated 2BR/2BA condo sleeping up to 6. Your private gated beach access is directly across Midnight Pass Road, and we provide the beach wagon, chairs, umbrella and beach gear.

Back at the condo, enjoy the heated Olympic-size saltwater pool, lighted tennis/pickleball courts, 30-foot private balcony, fitness center, waterfront grilling area and covered parking.

Leave the car parked: restaurants and shops are an easy walk, and the free Siesta Key trolley stops right outside, making it easy to explore the island.

King primary bedroom • 2 queens in guest bedroom • 2 full baths • full kitchen • beach gear included • Wi-Fi • TVs • elevator access

Highlights of Unit 506
Airy & Open Layout: Enjoy a spacious living/dining area full of natural light, seamless laminate–vinyl flooring, and stylish window treatments, blending comfort with coastal elegance .

Gourmet Kitchen: Thoughtfully upgraded with modern countertops, stainless appliances, cabinetry, and dishwasher—ideal for cooking beachside dinners

Private Balcony: A 30-foot expanse overlooking the Gulf, Intercoastal, and Sarasota Bay—perfect for morning coffee or sunset cocktails.

Comfortable Bedrooms: Two large bedrooms featuring walk-in closets in the primary suite and updated bath, offering a restful haven after a beachfront day

Bedroom Layout:
Master Bedroom: King Bed / 42" TV
Guest Bedroom: 2 Queen Beds / 32" TV

Updated Baths: Two full bathrooms refreshed with modern touches to elevate your stay.

Vacation-Ready Furnishings: Fully furnished condo ensures guests feel instantly at home with all comfort essentials included.

Anchorage Complex Amenities
Step beyond your door into a resort landscape that caters to relaxation, recreation, and waterfront adventure:

Private Beach Access: Walk across the street to pristine Siesta Key beach—fine white sand and all-day sunshine await. We provide beach toys, chairs, an umbrella and a handy cart to get all your gear to and from the unit.

Pool: A heated, Olympic-size pool surrounded by lush tropical landscaping creates a perfect sunbathing or swimming environment.

Pickleball & Tennis Courts: Spark friendly matches on three lighted courts courtside, available day or night. Racquets and balls can be checked out at the front desk.

Unbeatable Location
Anchored at the intersection of Midnight Pass Road and Stickney Point Bridge, Unit 506 provides a gateway to everything Siesta Key and Sarasota have to offer:

Beach Bliss: A leisurely stroll to powdery, award-winning Siesta Key Beach.

Water Wonders: Kayak, paddleboard, or boat from the community seawall or rent right next door.

Boat Dock/Boat Slips: Dockage along the intracoastal seawall—ideal for boating enthusiasts; launch rentals are nearby. (small daily fee applies)

Fitness Facilities: Stay active and unwind with a full gym.

Community Clubhouse: A gathering spot with grilling and picnic areas—perfect for family and friend get-togethers.

Security & Convenience: Secure gated access, elevators, covered parking/carport, on-site laundry, additional storage, and Wi‑Fi throughout.

Dining & Entertainment: Stroll to beachside cafés, ice cream shops, seafood restaurants, and lively bars along Ocean Boulevard and Siesta Village. Directly on the free trolley stop.

Inland Adventures: Quick mainland access via Stickney Point Bridge to downtown Sarasota’s theaters, art galleries, and upscale restaurants.

Nature & Parks: Close to Red Bug Slough, Phillippi Estate Park, Twin Lakes, and Marie Selby Botanical Gardens—ideal for biking, kayaking, or picnicking.

Airport Access: Just a 20–25 minute drive to Sarasota–Bradenton International Airport.

In Summary
Unit 506 at 6415 Midnight Pass is more than a condo—it’s your coastal escape on Siesta Key. Spacious, stylishly modern, and brimming with amenities, this turnkey vacation home puts you steps from the sand and minutes from Sarasota’s vibrant culture.

Whether you're planning a peaceful beach retreat, a sporty family vacation, or a romantic getaway, Anchorage Unit 506 offers unforgettable memories under the Florida sun.

Book today and let Gulf breezes, sunsets, and Siesta Key charm become part of your vacation story.

January through March, we will only accept a Saturday to Saturday stay, 7 nights required. For any other travel dates, please inquire about availability. For your convenience, there is an onsite coin-operated washer and dryer on each floor.
Guest must be 25 and up to rent this condo. ID is checked upon check in to the resort

Similar properties

Property amenities

Beach

  • Beach loungers
  • Beach towels

Pool/Spa

  • Outdoor pool

Internet

  • Available in the condo: Free WiFi

Parking and transportation

  • Wheelchair-accessible parking and van parking available
  • Onsite parking options include a garage

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Ice maker
  • Kitchen island
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • Games
  • Smart TV
  • Video games

Outdoor areas

  • Balcony
  • Barbecue grill
  • Dock
  • Outdoor furniture

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • 2 on-site accessible parking spaces
  • Elevator
  • Wheelchair accessibility
  • Wheelchair-accessible parking
  • Wheelchair-accessible path of travel
  • Wheelchair-accessible path to elevator
  • Wheelchair-accessible van parking
  • Smoking not allowed

Services and conveniences

  • Iron/ironing board
  • Safe

Things to do

  • Gym
  • Kayak
  • Water sports equipment
  • Fishing nearby
  • Golfing nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Parasailing nearby
  • Swimming nearby
  • Windsurfing nearby

Safety features

  • No carbon monoxide detector or gas appliances (host has indicated there are no carbon monoxide detectors or gas appliances on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher

General

  • Recycling

Policies

Check-in

Check-in time starts at 4:00 PM

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Rules

Jan-Mar: Sat-Sat stay, 7 nights req. Apr-Dec: min 5 day stay is required although the guest understands that there is a 7 day lease term in place.

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has indicated there are no carbon monoxide detectors or gas appliances on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a private host, not a professional engaged in trade or business. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a fire extinguisher and a smoke detector in each accommodation.

Frequently asked questions

How close is Private Beach Access + Heated Pool - Tennis Facility - 2BR/2BA - Free Trolley to the airport?

This condo is 12 mi (25-min drive) away from the Sarasota-Bradenton Intl. Airport (SRQ) airport, the closest popular airport to the property.

Does Private Beach Access + Heated Pool - Tennis Facility - 2BR/2BA - Free Trolley have an airport shuttle?

Airport shuttle services are not available at this condo.

How close is Private Beach Access + Heated Pool - Tennis Facility - 2BR/2BA - Free Trolley to the beach?

This condo is a short 12-minute walk from Siesta Key Beach and 6-minute walk from Crescent Beach. Don't forget your sunscreen!

Does Private Beach Access + Heated Pool - Tennis Facility - 2BR/2BA - Free Trolley offer free breakfast?

This condo does not offer free breakfast.

Is there a casino at Private Beach Access + Heated Pool - Tennis Facility - 2BR/2BA - Free Trolley?

No, there is no casino at this condo.

What time is check-in at Private Beach Access + Heated Pool - Tennis Facility - 2BR/2BA - Free Trolley?

Check-in begins at 4:00 PM.

Is there free parking at Private Beach Access + Heated Pool - Tennis Facility - 2BR/2BA - Free Trolley?

Free parking is not available at this condo.

Does Private Beach Access + Heated Pool - Tennis Facility - 2BR/2BA - Free Trolley have a pool?

This condo features an outdoor pool.

Does Private Beach Access + Heated Pool - Tennis Facility - 2BR/2BA - Free Trolley have a spa?

There are no spa services available at this condo.

How close is Private Beach Access + Heated Pool - Tennis Facility - 2BR/2BA - Free Trolley to downtown Siesta Key?

This condo is 2.4 mi away from Siesta Key.

Private Beach Access + Heated Pool - Tennis Facility - 2BR/2BA - Free Trolley Reviews

Reviews

9.8

Exceptional

Rating 10 - Excellent. 34 out of 41 reviews
Rating 8 - Good. 6 out of 41 reviews
Rating 6 - Okay. 1 out of 41 reviews
Rating 4 - Poor. 0 out of 41 reviews
Rating 2 - Terrible. 0 out of 41 reviews

9.6/10

Cleanliness

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, listing accuracy
Disliked: Location
We had a very nice stay.
Stayed 21 nights in Jan 2026
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful condo and complex. Pool is large with lots of chairs and space. Beautiful inland waterway area. This location and complex is perfect as long as you can handle the road noise.
Stayed 14 nights in Mar 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Host and management company were incredibly responsive to all of our questions. Distance to beach is awesome.
Stayed 5 nights in Dec 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location and very clean. Easy access to the beach. We will definitely be coming back!
Stayed 6 nights in Aug 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect location!

Very clean and welcoming
Stayed 5 nights in Jun 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Drum circle on Sunday was a good time

The beach was beautiful
Stayed 6 nights in May 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
I absolutely loved my stay in Siesta Key! The apartment was spacious, bright, and very comfortable — perfect for relaxing after a day at the beach. Everything was within walking distance — restaurants, shops, and the beach were all so close, which made it super convenient. The area felt safe and welcoming, and I really enjoyed the laid-back vib
Stayed 7 nights in Oct 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great property

Great property, easy access to beach and the Village.
Stayed 6 nights in Jun 2024
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy
Check in and out we’re great the condo was very good quite comfortable. There is a lot of traffic noise.The front desk staff were very friendly. And the emergency help line was very helpful when we called. Made sure our issue was resolved. We had very cold temperatures so did not get to utilize the pool but had great access getting to the beach to walk
Stayed 7 nights in Jan 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Get away

Had a wonderful time
Stayed 5 nights in May 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Summer Getaway in Siesta Key

We are a family of four, 2 adults and two children under seventeen. The condo was spacious with great outdoor space. We spent a lot of time on the balcony enjoying our morning coffee taking in all of the beautiful views. Incredible proximity to the beach.
Sunset at Siesta Key Beach
Looking for Shells at Point of Rock - Crescent Beach
Stayed 6 nights in Jul 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great stay

Very nice property with great pool. Excellent location to beach and Trolly. Noises from the bridge and road in evening but earplugs work great at night.
Stayed 7 nights in Apr 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Nice spacious condo. We enjoyed our time there. The place was clean and well stocked. I appreciate that there are some items left behind such as salt, pepper, oil, etc. The beach chairs and cart were perfect. I recommend bringing or buying some cleaning items. I wish there was some windex in the unit- the dining room table is glass and there’s nothing to clean it with. I would return. The balcony is very sunny and hot in the mornings. My kids enjoyed fishing off the dock. We used the grills one day and the grounds and pool are well kept. Overall it was a great trip. We did struggle with allergies from the beautiful oak trees on the property.
Stayed 7 nights in Mar 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Highly reco staying at the Anchorage Property

Stayed on the 5th floor on the side of the canal. We could people watch from our balcony the tourist going to n from beach. A simple / easy walk to the private gate entry to the beach. Condo had a big wheeled buggy making it very easy to carry beach towels, chairs, snacks n drinks.
Stayed 5 nights in Jul 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Stay At Siesta Keys

Great property just across the street from the beach with private and very easy beach access. We enjoyed our stay very much, stayed with 2 kids. Property also has a nice big pool. The apartment itself is very comfortable with beach umbrella, chairs and a beach wagon for easy transport to the beach. We would definitely stay again.
Stayed 4 nights in Aug 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Excellent

Excellent!
Stayed 7 nights in Jan 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great stay in wonderful location

We loved our stay at The Anchorage. It’s a perfect location on the south end of the island, right near restaurants, a market and the private beach access was great. Kevin was prompt in answering any questions we had. The Anchorage property itself was quiet, clean and well kept. Staff in the office were friendly. Loved the tennis and pickleball courts, pool areas was fantastic. Highly recommend!
Stayed 8 nights in Mar 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing Condo Across the Street from the Beach!!!

The unit was obviously remodeled very recently. Everything was very new and very clean. We loved the condo wide balcony. They had WiFi and cable tv to keep everyone happy during down time. The daiquiri deck is literally across the street. We frequented it almost daily. I would highly recommend this condo to anyone looking for a nice, clean place to stay on Siesta Key.
Stayed 5 nights in May 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

As advertised

Our stay was great! The property is very clean and the pool is well-maintained. You can't beat the beaches! The bed was comfortable and the rooms were spacious. It's nice that there are chairs and a beach wagon. There are also pool towels provided. You can walk to restaurants and bars. I would definitely recommend it!
Stayed 7 nights in Jun 2024
Verified review

6/10 Okay

Liked: Check-in, communication, location, listing accuracy
Disliked: Cleanliness

Great location. Within walking distance of restaurants, shopping, the beach, etc.

We enjoyed our stay. The property was a bit dirty inside. Under the beds and couches, and the couches had stains. Sliding glass doors don’t lock, but not really an issue. The wagon, chairs and beach accessories were a huge plus!
Stayed 6 nights in Jun 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location
Disliked: Listing accuracy
Very nice property. Nice location, my only complaint is the furniture is not "all new" as advertised. The furniture in the sitting area is very uncomfortable. Only recliner is uncomfortable dirty and itchy, I had to drape it with a sheet to feel comfortable sitting on it. The master mattress sinks in the middle terribly. Could use better mattress and furniture.
Stayed 7 nights in Oct 2025
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Stay!

Really enjoyed the stay at Anchorage. Private beach access was nice. Property workers were nice. Especially the tall gentleman that always seemed to be available at just the right time to answer questions. My only suggestion would be to have a folding chair in the laundry room. It also would have been nice if the sauna was working. Otherwise, it was nice. I would stay there again.
Stayed 6 nights in Jul 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Condo is awesome

The condo is bigger than expected! Clean and nice. Wish I would have noticed the sound machines before the last few days. They perfectly drown out the road noise from the bridge traffic.
Stayed 5 nights in Dec 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
When we first arrived to the unit, there were a few things that we encountered that we initially got upset over; we weren’t able to get in the gate because we weren’t given the codes, but the building manager was able to help us make some phone calls & we realized I hadn’t followed one of their steps to fill out the contract and once that was straightened out, we were able get into our condo; Once in the condo, we saw the balcony was covered in plastic so we couldn’t use it because they were painting the outside of the condos, but after more calls to building management and messages to the owner, Kevin, who is very helpful and accommodating, we were assured that they’d make it right. The place itself is beautifully decorated and newly renovated. There is a big closet filled with beach stuff, a beach caddy, plenty of chairs, umbrella, toys, games, etc. Inside the condo has plenty of regular towels and large beach towels & linens. We noticed plenty of baby related equipment. There’s everything we needed in the kitchen. This was our first visit to Key & it did not disappoint! The locals were all friendly and we loved the free trolley that takes you from Turtle Beach to Sarasota, which we took advantage of. The pool is awesome and we spent a lot of time there. The beach was exceptional & my guys were pleased that they found sharks teeth. Note: We were able to use the balcony some during our stay and Kevin did refund us a portion for our inconveniences. Thank you Kevin!!
Stayed 7 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great stay!

Very nice condo and the perfect setup for two couples. We had every thing we needed, as it’s related to the beach. Would have been nice to have some complimentary coffee and other every day condiments but there was a great grocery store right across the street. Access to the beach was perfect too! I rated everything five stars except for location simply because the major road coming in to this part of Siesta Key was right outside our window so there was a lot of traffic noise. Still, I recommend this place and would return.
Stayed 5 nights in Nov 2023