Condo

Guest Favorite Tradewinds Cottage 14 - Easy Beach / Pool Access

Photo gallery for Guest Favorite Tradewinds Cottage 14 - Easy Beach / Pool Access

A bedroom with a large bed, a bedside table, a nightstand, a window with blinds, and a ceiling fan.
Property video
A modern kitchen with white cabinetry, a built-in microwave, and a stainless steel refrigerator.
A modern kitchen with white cabinets, stainless steel appliances, and a blue patterned backsplash.
A patio with lounge chairs and a table, surrounded by palm trees and a view of the water.

Reviews

10 out of 10
Exceptional

Highlights

  • Made for relaxation
    Top-rated for comfort — guests feel right at home here.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
  • Discover nearby landmarks
    Near Bradenton Beach

Popular amenities

  • Balcony
  • Swimming pool
  • Outdoor grill
  • Air conditioning
  • Refrigerator
  • Washer

Explore the area

View in a map
Bradenton Beach, FL
  • Place, Anna Maria Sound
    ‪1 min walk‬
  • Place, Bradenton Beach
    ‪5 min walk‬
  • Place, Aluna Wellness Center & Spa
    ‪8 min walk‬
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪29 min drive‬

Rooms & beds

1 bedroom (sleeps 4)

Common Space

1 Double Sofa Bed

Master Bedroom

1 King Bed

1 bathroom

Master Bathroom

Toilet · Shower only

Spaces

Deck or patio
Kitchen
Balcony
Separate dining area
Dining area

Add dates for prices

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  • Pool
  • Kitchen
  • Washer
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9.8 out of 10, Exceptional, (21 reviews)
Updated Spacious condo with Coastal Decor across from beach with peeks of Gulf

About the neighborhood

Bradenton Beach

Located in Bradenton Beach, this condo is near the beach. The area's natural beauty can be seen at Bradenton Beach and Coquina Beach. Fish Hole Adventure Golf and Florida Maritime Museum at Cortez are also worth visiting. Jet skiing and kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with ecotours and hiking nearby.
Map
Bradenton Beach, FL

What's nearby

  • Anna Maria Sound - 1 min walk - 0.0 km
  • Bradenton Beach - 5 min walk - 0.4 km
  • Aluna Wellness Center & Spa - 8 min walk - 0.7 km
  • Historic Bridge Street Pier - 20 min walk - 1.7 km
  • Cortez Beach - 2 min drive - 1.4 km

Getting around

  • Sarasota-Bradenton Intl. Airport (SRQ) - 31 min drive

Restaurants

  • ‪Anna Maria Oyster Bar on the Pier - ‬16 min walk
  • ‪Daquiri Deck Bradenton Beach - ‬15 min walk
  • ‪Anna Maria Island Beach Cafe - ‬4 min drive
  • ‪Circle K - ‬13 min walk
  • ‪Beach House Waterfront Restaurant - ‬11 min walk

Frequently asked questions

Does Guest Favorite Tradewinds Cottage 14 - Easy Beach / Pool Access have a pool?

Yes, this property has a pool. Pool types include heated pools.

How much does it cost to stay at Guest Favorite Tradewinds Cottage 14 - Easy Beach / Pool Access?

As of Nov 3, 2026, prices found for a 1-night stay for 2 adults at Guest Favorite Tradewinds Cottage 14 - Easy Beach / Pool Access on Nov 17, 2026 start from $408, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is Guest Favorite Tradewinds Cottage 14 - Easy Beach / Pool Access pet-friendly?

No, only service animals are welcome at the property.

How much is parking?

Onsite parking is available at the property.

What time is check-in at Guest Favorite Tradewinds Cottage 14 - Easy Beach / Pool Access?

Check-in begins at 4:00 PM.

What time is check-out at Guest Favorite Tradewinds Cottage 14 - Easy Beach / Pool Access?

Check-out is at 10:00 AM.

Where is Guest Favorite Tradewinds Cottage 14 - Easy Beach / Pool Access located?

Situated by the sea, this condo building is steps from Anna Maria Sound and Bradenton Beach. Aluna Wellness Center & Spa and Bradenton Beach Marina are also within 15 minutes.

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 18 out of 19 reviews
Rating 8 - Good. 1 out of 19 reviews
Rating 6 - Okay. 0 out of 19 reviews
Rating 4 - Poor. 0 out of 19 reviews
Rating 2 - Terrible. 0 out of 19 reviews

10/10

Cleanliness

8.0/10

Amenities

10/10

Property conditions & facilities

10/10

Check-in

10/10

Communication

9.8/10

Location

9.8/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Incredible cottage for couples on a quick beach getaway. Place was immaculate and very updated. Photos are very accurate. Everything was brand new and very well thought out. Water pressure in the shower was really strong, and the bed/sheets were very comfortable. Would totally stay here again and recommend to any couples going to Anna Maria.
Stayed 3 nights in Oct 2026
Response from VrboOwner on Oct 27, 2026
Thank you for the amazing review! This truly means so much to our team here at Anna Maria Rental Properties. We absolutely love hearing our guests enjoy themselves and this unit Rambo's Beach Retreat is definitely one of the best condo units in Tradewinds.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Really nice place. It was super clean with modern finishes. Had a great time and would definitely book again.
Stayed 2 nights in May 2026
Response from VrboOwner on Jun 19, 2026
Thank you for staying with us at Rambo's Beach Retreat! We welcome you back anytime. We are so glad you enjoyed the property it's an amazing unit and thank you for the recognition on how clean the property is.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This vacation rental is upscale, clean and comfortable. The bed was comfortable. It is conveniently located for beach time, food. We had easy check ins and out. We would love to return again soon!
Stayed 3 nights in Mar 2026
Response from VrboOwner on Mar 15, 2026
Thank you so much for staying at Rambo's Beach Retreat! This unit really is one of the best units on the Island and we feel it's the best unit in Tradewinds. The pictures speak for themselves with Unit 14 aka Rambos Beach Retreat! We welcome you back anytime and thank you again for the amazing 5 Star Review!!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Cottage was clean and well stocked with necessities. Lovely beach decor and welcoming feeling from the minute we arrived. Location is central to the island, with a short walk to beach, or downtown. There is a trolley stop at the end of the parking lot. Enjoyed sunrises on the dock. Pool was heated and well maintained. The cottage was just as the photos represented. Would stay here again.
Stayed 4 nights in Apr 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location, beautiful pool and pier area on the bay. Easy walk to the beach with complimentary lounge chairs available. The unit is updated and tastefully decorated as the pictures show. It was extremely clean, king bed is very comfortable. I would plan to use the couch for kids to sleep vs adults. Easy and responsive communication with host.
Stayed 6 nights in Mar 2026
Response from VrboOwner on Mar 15, 2026
Thank you so much for staying with Anna Maria Rental Properties. We welcome you back anytime to Rambo's Beach Retreat! This unit is so special and is definitely a guest favorite in Tradewinds. We think it's the best unit in the community!
Verified review

8/10 Good

Liked: Cleanliness, amenities, property conditions & facilities, communication
Convenient location on AMI, close to restaurants and steps to the beach.
Stayed 3 nights in Jun 2024
Verified review

10/10 Excellent

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

Beach

It was a great place - all good
Stayed 4 nights in May 2025
Response from VrboOwner on Jun 3, 2025
Thank you for the nice review! We welcome you back anytime!
Verified review

10/10 Excellent

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

Beautiful and updated cottage! Close to everything on the island!

We enjoyed the best beaches, shopping, restaurants, and excursions. It was perfect for us?
Stayed 6 nights in Mar 2024
Response from VrboOwner on Apr 7, 2024
Thank you for staying with us at Rambo's Beach Retreat! Anna Maria Rental Properties is proud to offer such an amazing unit in the Tradewinds Community.
Verified review

10/10 Excellent

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

Excellent

Comfortable and clean stay at this cottage. It was well equipped with everything we needed to vacation in Anna Maria Island. From beach chairs and umbrella to state of the art appliances everything was just as advertised. Host was welcoming and very responsive. A great stay for any family!
Stayed 5 nights in Jun 2025
Verified review

10/10 Excellent

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

Spring break 24

This place was great! I would suggest to anyone looking for a nice little place close to the beach perfect location on Anna Maria Island. Recently remodeled and they did a excellent job even our neighbor said this cottage is the nicest one in tradewinds.
Stayed 4 nights in Mar 2024
Response from VrboOwner on Apr 9, 2024
Thank you for staying at Rambo's Beach Retreat and Anna Maria Rental Properties. We enjoyed hosting you and your family and welcome you back anytime! Thank you for the wonderful review and we appreciate that has the owner really did make this unit amazing and we can absolutely confirm this unit is by far the nicest and most updated with brand new everything!
Verified review

10/10 Excellent

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

Rambos retreat

Very nice
Stayed 14 nights in Mar 2025
Verified review

10/10 Excellent

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

Fantastic Condo with Great Ammenities

Staying at this Tradewinds property was the best experience I've had through multiple visits to AMI. The condo is newly updated and clean, and they've thought of the little details to make life easier. Having a washer and dryer in the condo was fantastic, but providing the tidy pods and the dishwasher pods was a really nice convenience. The neighbors were very friendly. The pool is heated which was great for our little one as much of the week was in the low 70s during our visit. The beach is right across the road and they provide chairs, toys, and a wagon to transport everything! We plan to come back and we hope to stay here again!
Stayed 5 nights in Mar 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This cottage is awesome! The accommodations are great & comfy for two! Nicely remodeled and clean. Well needed AC. Thoughtful details such as dimmers on the lighting throughout, speaker in the bathroom, etc. Well-stocked full kitchen. Comfortable living room and TV. The dining area is a bit snug, but sufficient for two of us. WiFi was reliable when used. Large comfy bathroom & shower. Laundry came in handy. Provided beach gear and beach towels was great for our outings.The campus is nice and peaceful with a relaxing front deck and picnic areas across the grounds. Ample parking when we were there - but may fill up (parking is limited around the beaches and surrounding areas). The pool was great when you just wanted a quick dip. The back dock area was relaxing for morning coffee and evening winding down.The location is excellent with a 2min walk to the west gulf side beach, and the dock that overlooks the Tampa Bay Sound side just out the backside of the pool. It is within a couple blocks of a few restaurants and shops. However, a just a bit further to more shopping, convenient stores and other amenities - but still just a longer walk, short bike ride, free shuttle ride, golf cart, or car drive. Larger grocery store (Publix) was little further out.It was also near surrounding neighborhoods if you wanted to get out for more exploration like north towards Bean Point, or south towards Sarasota/Siesta key. It is just over an hour drive from Tampa International airport.
Stayed 6 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great stay at a great place. We have stayed here a couple of times in this same condo. We will use it again.
Stayed 4 nights in Jun 2026
Response from VrboOwner on Jun 28, 2026
Thank you for staying with us again we really appreciate you being a repeat guest. We look forward to having you book again soon!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, listing accuracy
Stayed 3 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 2 nights in Apr 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 2 nights in Mar 2025
Response from VrboOwner on Apr 21, 2025
Thank you for the amazing review! We welcome you back anytime to Rambo's Beach Retreat! Unit 14 in Tradewinds! Thank you
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 7 nights in Jan 2025
Response from VrboOwner on Mar 3, 2025
Thank you for staying at Rambo's Beach Retreat! We are so happy you enjoyed your stay and welcome you back anytime! Unit 14 in Tradewinds is an awesome unit!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 6 nights in Jul 2024
Response from VrboOwner on Feb 4, 2025
Thank you for staying at Rambo's Beach Retreat! We are so glad you enjoyed your stay!
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