Vacation Rentals From Anchor Down Vacation Rentals

Step onto the beachfront and you'll understand why guests keep coming back — the sand, the sky, and the water are all right there.

From $500/night

Home in Anna Maria Florida

Bay Dreamin

4 Beds

5 Baths

Sleeps 8

Anchor Down Vacation Rentals

From $199/night

Home in Bradenton Florida

Blue Heron House

3 Beds

2 Baths

Sleeps 8

Anchor Down Vacation Rentals

From $150/night

Home in Palmetto Florida

Villa Villekulla

4 Beds

3 Baths

Sleeps 8

Anchor Down Vacation Rentals

Your whole estate at a glance — two houses, pool and spa, a pickleball court, putting green, and 75 palms on one private acre.

From $899/night

Home in Bradenton Florida

75 Palms

8 Beds

9 Baths

Sleeps 23

Anchor Down Vacation Rentals

Step back and take it all in — your private deck, heated pool, and boat dock all in one aerial view. This is the whole package, and it's yours for the week.

From $275/night

Home in Bradenton Florida

Anna Maria Seascape

3 Beds

3 Baths

Sleeps 8

Anchor Down Vacation Rentals

Collapse onto the sectional after a full beach day and let your group recap the whole thing over drinks.

From $275/night

Home in Cortez Florida

Saltwater Serenity

3 Beds

3 Baths

Sleeps 8

Anchor Down Vacation Rentals

From $175/night

Condo in Longboat Key Florida

The Tree House

2 Beds

3 Baths

Sleeps 6

Anchor Down Vacation Rentals

Soak in the heated pool after dark — underwater lighting turns every evening into a resort moment

From $225/night

Rental in Bradenton Florida

A Wave From It All

4 Beds

3 Baths

Sleeps 10

Anchor Down Vacation Rentals

From $150/night

Home in Bradenton Florida

Jerry's Gem

3 Beds

2 Baths

Sleeps 6

Anchor Down Vacation Rentals

Step outside and your private heated pool is waiting — cool blue water, loungers, and total privacy in the screened enclosure.

From $150/night

Home in Bradenton Florida

Boho Bungalow

3 Beds

2 Baths

Sleeps 8

Anchor Down Vacation Rentals

From $199/night

Home in Bradenton Florida

Turtle Bay Cottage

4 Beds

2 Baths

Sleeps 8

Anchor Down Vacation Rentals

An unobstructed panoramic sunset view from the rear balcony

From $150/night

Home in Cortez Florida

Sunsets & Dolphins

3 Beds

3 Baths

Sleeps 8

Anchor Down Vacation Rentals

Your waterfront retreat from above — private dock, paver patio, screened lanai, and the canal right in your backyard waiting for you.

From $199/night

Home in Bradenton Florida

Garry's Landing

3 Beds

2 Baths

Sleeps 6

Anchor Down Vacation Rentals

Step outside the gate and you've got it all — pool, basketball, tennis, and pickleball waiting.

From $99/night

Condo in Bradenton Florida

Cappy Hour

2 Beds

3 Baths

Sleeps 6

Anchor Down Vacation Rentals

From $150/night

Home in Bradenton Florida

Azario Sunrise

3 Beds

2 Baths

Sleeps 6

Anchor Down Vacation Rentals

From $199/night

Home in Bradenton Florida

House of Palms

3 Beds

2 Baths

Sleeps 8

Anchor Down Vacation Rentals

From $199/night

Home in Bradenton Florida

Sunshine Cove

2 Beds

2 Baths

Sleeps 6

Anchor Down Vacation Rentals

From $800/night

Home in Bradenton Florida

Retreat at Palma Sola Bay

5 Beds

6 Baths

Sleeps 19

Anchor Down Vacation Rentals

Your stay at Villa Bella: 4 bedrooms, private pool, outdoor bar and cabana. Everything in this collage is yours for the week.

From $250/night

Home in Bradenton Florida

Villa Bella

4 Beds

2 Baths

Sleeps 9

Anchor Down Vacation Rentals

Step onto your private lanai and take in unobstructed bay views — the perfect sunset seat every evening.

From $225/night

Condo in Bradenton Florida

Holmes Beach Retreat

3 Beds

3 Baths

Sleeps 7

Anchor Down Vacation Rentals

From $175/night

Condo in Anna Maria Florida

Base House on Pine Ave

2 Beds

2 Baths

Sleeps 4

Anchor Down Vacation Rentals

The main clubhouse and golf course — home to Riverstrand's 27 holes of Arthur Hills-designed golf

From $145/night

Condo in Bradenton Florida

127 Babbling Brook Run

3 Beds

2 Baths

Sleeps 6

Anchor Down Vacation Rentals

From $150/night

Condo in Bradenton Beach Florida

Unit B

3 Beds

2 Baths

Sleeps 6

Anchor Down Vacation Rentals

From $800/night

Home in Bradenton Florida

The Plantation House

8 Beds

7 Baths

Sleeps 19

Anchor Down Vacation Rentals

From $225/night

Home in Bradenton Florida

Royal Palm Paradise

3 Beds

2 Baths

Sleeps 10

Anchor Down Vacation Rentals

From $199/night

Home in Bradenton Florida

Mermaid Bay

3 Beds

2 Baths

Sleeps 10

Anchor Down Vacation Rentals

Shared pool runs the full length of the yard. Hammock's already up. Deck steps lead to the upper floor. All of this is yours the moment you check in.

From $200/night

Home in Holmes Beach Florida

Hidden Treasure Unit B

2 Beds

1 Bath

Sleeps 6

Anchor Down Vacation Rentals

From $199/night

Home in Bradenton Florida

Mermaid Villa

3 Beds

2 Baths

Sleeps 10

Anchor Down Vacation Rentals

From $225/night

Home in Bradenton Florida

Twin Palms Oasis

3 Beds

2 Baths

Sleeps 10

Anchor Down Vacation Rentals

From $199/night

Condo in Bradenton Florida

Treasure of the Atocha

2 Beds

2 Baths

Sleeps 5

Anchor Down Vacation Rentals

Pull up a lounger, let the sun drop, and watch the pool light up as Florida goes golden — your vacation starts the second you step through the gate.

From $199/night

Home in Bradenton Florida

Driftwood Dreams

3 Beds

2 Baths

Sleeps 10

Anchor Down Vacation Rentals

From $199/night

Home in Bradenton Florida

128 Sweet Tree

3 Beds

2 Baths

Sleeps 6

Anchor Down Vacation Rentals

From $199/night

Home in Bradenton Florida

Swaying Palms

4 Beds

2 Baths

Sleeps 8

Anchor Down Vacation Rentals

Claim your lounge chair, grab a cold drink, and let the heated resort pool do the rest — this is the upgrade you booked.

From $199/night

Condo in Bradenton Florida

Bungalow at Margaritaville

2 Beds

2 Baths

Sleeps 5

Anchor Down Vacation Rentals

From $199/night

Home in Bradenton Florida

Tropical Tranquility

4 Beds

2 Baths

Sleeps 12

Anchor Down Vacation Rentals

From $199/night

Home in Bradenton Florida

Waterfall Retreat

3 Beds

2 Baths

Sleeps 8

Anchor Down Vacation Rentals

From $199/night

Condo in Bradenton Beach Florida

Villas by the Sea 5

2 Beds

1 Bath

Sleeps 6

Anchor Down Vacation Rentals

From $199/night

Home in Bradenton Florida

Bloom Lagoon

3 Beds

2 Baths

Sleeps 8

Anchor Down Vacation Rentals

From $199/night

Home in Bradenton Florida

Sunset Getaway

3 Beds

2 Baths

Sleeps 8

Anchor Down Vacation Rentals

From $250/night

Home in Bradenton Florida

Casa Palma

4 Beds

3 Baths

Sleeps 8

Anchor Down Vacation Rentals

Fill up the hot tub, let the deck expand around you, and decide whether tonight ends poolside or right here.

From $595/night

Home in Bradenton Florida

Aqua Luxe Escape

5 Beds

6 Baths

Sleeps 11

Anchor Down Vacation Rentals

Stay up late in the entertainment space when the mood calls for it — the room comes alive after dark and keeps the energy going well past beach bedtime.

From $225/night

Condo in Bradenton Florida

One Particular Penthouse

3 Beds

3 Baths

Sleeps 6

Anchor Down Vacation Rentals

Claim your lounger, drop the drinks cooler, and let the Florida afternoon stretch out. The heated pool is all yours — no sharing, no resort crowds, just tropical landscaping and open sky.

From $199/night

Home in Bradenton Florida

Coastal Vibes

3 Beds

2 Baths

Sleeps 7

Anchor Down Vacation Rentals

From $199/night

Home in Bradenton Florida

Cape Vista GetAway

3 Beds

2 Baths

Sleeps 6

Anchor Down Vacation Rentals

From $1,700/night

Home in Bradenton Florida

Palms at Sarasota Bay Retreat

6 Beds

8 Baths

Sleeps 17

Anchor Down Vacation Rentals

From $199/night

Home in Bradenton Florida

Nautical Escape

4 Beds

2 Baths

Sleeps 9

Anchor Down Vacation Rentals

Sink into vacation the moment you step out back — your screened heated pool is waiting, with patio loungers ready for a sun-soaked afternoon.

From $199/night

Home in Bradenton Florida

Coral Breeze

2 Beds

2 Baths

Sleeps 4

Anchor Down Vacation Rentals

From $199/night

Condo in Bradenton Florida

Penthouse Retreat

2 Beds

2 Baths

Sleeps 5

Anchor Down Vacation Rentals

Vacation Rentals by Anchor Down Vacation Rentals

Vacation Rentals from Anchor Down Vacation Rentals

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