Vacation Rentals & Beach Rentals in Anna Maria

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107 beach rentals

Luxury waterfront home with a heated pool and spa!

Anna Maria house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

Responds fast! avg. 1 hour 39 minutes

Match: Shared outdoor pool (unheated) Jacuzzi or hot tub

All filters match

Price per night from

$537

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The Salty Dog on North Shore

Anna Maria house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 39 minutes

1 of 2 match: Shared outdoor pool (unheated), Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$389

Beachfront Paradise w/ Private Beach, Dogs Stay Free, Beach in Backyard

Anna Maria house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Shared outdoor pool (unheated), Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$631

Tripletail

Anna Maria house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 2 match: Shared outdoor pool (unheated), Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$1,720

Cloud 9

Anna Maria house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 8

1 of 2 match: Shared outdoor pool (unheated), Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$1,950

Anna Maria Beach Serenity

Anna Maria house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Shared outdoor pool (unheated), Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$950

Anchor Splash

Anna Maria house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Shared outdoor pool (unheated), Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$535

Coconut Cove

Anna Maria house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Shared outdoor pool (unheated), Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$560

Waves on Anna Maria

Anna Maria house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Shared outdoor pool (unheated), Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$975

Mintfish

Anna Maria house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 2 match: Shared outdoor pool (unheated), Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$1,147

Serendipity Deux- Beachfront 4 Bed/heated pool/elevator

Anna Maria house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

1 of 2 match: Shared outdoor pool (unheated), Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$2,293

"Island Oasis" A single family North end canal home with pool

Anna Maria house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Shared outdoor pool (unheated), Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$746

Great rentals within 20 miles that match your search

2 bedroom condo, Coquina Key, Tampa Bay, Florida

St. Petersburg apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“Waterside at Coquina Key has it all!” Waterside at Coquina Key is a a well kept up gated community that offers all the amenities a wonderful vacation requires. Marlean's condo provides a nicely updated unit that allows you to enjoy the waterside condos in comfort and provides all the extra's you need to relax and unwind in the peace and tranquility of a watersdie property. The kitchen had all you needed and more and was nicely updated and contained all you need to cook in or prepare a quick breakfast and take off for the pool or to work-out. The only small downside is not to have a wash and dryer available in the unit. Although one is available 24/7 as the clubhouse and you can use your debit card to work them. the beds were comfortable, and the living area had ample seating available. Thank your for shring your condo, it was wonderful.

Responds fast! avg. 1 hour 34 minutes

Match: Shared outdoor pool (unheated) Jacuzzi or hot tub

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Price per night from

$144

River Strand Luxury Condo-Tennis & Golf Community

Bradenton condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Match: Shared outdoor pool (unheated) Jacuzzi or hot tub

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Price per night from

$86

Madeira Towers 302 Beachfront 3 bedroom 2 bath at Madeira Towers

Madeira Beach condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 50 minutes

Match: Shared outdoor pool (unheated) Jacuzzi or hot tub

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Price per night from

$388

ROYAL REXHOST RESORTS – Madeira Beach Yacht Club (MBYCC)

Madeira Beach guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Shared outdoor pool (unheated) Jacuzzi or hot tub

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Price per night from

$172

Anna Maria Island/ IMG Academy/ Beach/ HotTub/ Bikes/ Kayaks/ Golf/ Fishing

Bradenton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Shared outdoor pool (unheated) Jacuzzi or hot tub

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Price per night from

$287

Backyard Tiny House Oasis!

St. Petersburg guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Shared outdoor pool (unheated) Jacuzzi or hot tub

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Price per night from

$101

Madeira Towers 802 Renovated Madeira Towers Beachfront 2 Bedroom 2 Bathroom Cond

Madeira Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 50 minutes

Match: Shared outdoor pool (unheated) Jacuzzi or hot tub

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Price per night from

$118

Spacious unit and fabulous location. Heated pool, easy beach access, & grocery s

Treasure Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Shared outdoor pool (unheated) Jacuzzi or hot tub

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Price per night from

$156

Beachfront condo at Sunset Vistas w/ heated pool, tiki bar, cafe, & gym. Sunset

Treasure Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Shared outdoor pool (unheated) Jacuzzi or hot tub

All filters match

Price per night from

$225

Top floor condo with waterfront balcony. Easy beach access. Heated pool and hot

Treasure Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Shared outdoor pool (unheated) Jacuzzi or hot tub

All filters match

Price per night from

$156

Excellent value, great location & waterfront views. Enjoy heated pool, free acti

Treasure Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Shared outdoor pool (unheated) Jacuzzi or hot tub

All filters match

Price per night from

$156

Corner Unit. Beach. Next to Supermarket. Heated Pool. Two Balconies.

Treasure Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Shared outdoor pool (unheated) Jacuzzi or hot tub

All filters match

Price per night from

$141

Unit #103 Sand Cay Beach Resort Gulf Front

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Shared outdoor pool (unheated) Jacuzzi or hot tub

All filters match

Price per night from

$342

Coral Reef Beach Resort

St. Petersburg condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Shared outdoor pool (unheated) Jacuzzi or hot tub

All filters match

Price per night from

$328

Walk to Lido Beach & Armand Cir Restaurants, Cable

Sarasota condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 4 minutes

Match: Shared outdoor pool (unheated) Jacuzzi or hot tub

All filters match

Price per night from

$158

Responds fast! avg. 16 minutes

Match: Shared outdoor pool (unheated) Jacuzzi or hot tub

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Price per night from

$168

Responds fast! avg. 16 minutes

Match: Shared outdoor pool (unheated) Jacuzzi or hot tub

All filters match

Price per night from

$127

Beachfront Overlooking Madeira Beach- Walkable to Eats & Local Favs

Madeira Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Shared outdoor pool (unheated) Jacuzzi or hot tub

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Price per night from

$257

Great Family Destination on Beautiful Treasure Island. Heated Pool. Activities N

Treasure Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 minutes

Match: Shared outdoor pool (unheated) Jacuzzi or hot tub

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Price per night from

$212

Spectacular Views. Fabulous Resort. Beachfront Pool. On Site Cafe. Affordable Fa

Treasure Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 minutes

Match: Shared outdoor pool (unheated) Jacuzzi or hot tub

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Price per night from

$241

Spacious 3BD/3BA Condo With Incredible Views. Waterfront Heated Pool and Hot Tub

Treasure Island apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 3 minutes

Match: Shared outdoor pool (unheated) Jacuzzi or hot tub

All filters match

Price per night from

$221

Overlooking the Pool and Beach - Fantastic Value ~ Pool ~ Amenities Great Locat

Treasure Island apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 minutes

Match: Shared outdoor pool (unheated) Jacuzzi or hot tub

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Price per night from

$212

Private Balcony Water Views. Heated Pool and Hot Tub. Ultra-Convenient Location.

Treasure Island apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Great location! Nice rental!” We had a wonderful time at the Palms. The location was great. So much to do within walking distance. It was a family friendly condo with beautiful views of the bay and ocean. We would stay again.

Responds fast! avg. 3 minutes

Match: Shared outdoor pool (unheated) Jacuzzi or hot tub

All filters match

Price per night from

$149

Unique Florida Room. Close to Pool. Walk to Beach, Shops, Restaurants. Beautiful

Madeira Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 minutes

Match: Shared outdoor pool (unheated) Jacuzzi or hot tub

All filters match

Price per night from

$152

Views from Beachfront Balcony ~ Pool ~ Updated Fantastic Location Near Shops

Madeira Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 minutes

Match: Shared outdoor pool (unheated) Jacuzzi or hot tub

All filters match

Price per night from

$273

Exceptional Unit in the Yacht Club. Private Patio. Heated Pool. Fishing Docks. Q

Madeira Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 minutes

Match: Shared outdoor pool (unheated) Jacuzzi or hot tub

All filters match

Price per night from

$174

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rentals in Anna Maria

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