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Vacation Rentals

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Villa Edgewater
From $333 /Night
Villa
South West FL > Cape Coral
Villa Laguna
From $298 /Night
Villa
South West FL > Cape Coral
Waterfront Key Largo 5 bedroom 6 bath house CASA BAHIAMAR
From $540 /Night
House
Key Largo Area > Anglers Park
Satsang Blue - A Sacred Gathering Place Adorable Bungalow on AMI, Walk to Beach!
Cottage
 
Gated Ocean front condo with protected boat dock. Immediate access.
From $1,650 /Week
Condo
Islamorada Area > Long Key
Bayberry Cottage South - Pool
From $300 /Night
House
Anna Maria Island > Bradenton Beach
Bayberry Cottage North - Pool
From $300 /Night
House
Anna Maria Island > Bradenton Beach
Dock space & pool, beautiful sunsets & park like setting, Center of Islamorada!
House
Islamorada Area > Islamorada
Dock,waterfront,pool,sunsets,Center of Islamorada. Best fishing around
House
Islamorada Area > Islamorada
Dock space,beautiful sunsets & park like setting with pool,Center of Islamorada!
House
Islamorada Area > Islamorada
TurtleHouse 100 % wheelchair accessible !
From $167 /Night
House
South West FL > Cape Coral
Direct Beachfront Anna Maria Island Condo Rental
From $250 /Night
Condo
Anna Maria Island > Bradenton Beach
SeaDuction - 400 Steps to Beach!
From $1,275 /Week
Condo
Anna Maria Island > Holmes Beach
Oceanside Luxury Home in St. Augustine - Butler Beach House
From $375 /Night
House
Northeast FL > Saint Augustine Beach
Direct Oceanfront - Pools, Beach, Private, Clean, Safe
From $275 /Night
Condo
East Central FL > Daytona Beach Shores
The Veranda on Jacaranda - Luxury Home, North Anna Maria Island across from Bean Point
From $350 /Night
House
Anna Maria Island > Anna Maria
Sorrento Vacation Rental in Naples- Vanderbilt Beach
From $580 /Night
House
South West FL > Naples
SMUGGLER'S COVE RESORT - Anna Maria Island Vacation Rentals
From $130 /Night
Condo
Anna Maria Island > Bradenton Beach
White Sands Resort - Weekly - Naples vacation rentals
From $129 /Night
Condo
South West FL > Naples
Villa Sanibel Shell in Cape Coral
From $253 /Night
Villa
South West FL > Cape Coral
Gorgeous AMI Villa with private pool & just steps to the beach!
From $300 /Night
Villa
Anna Maria Island > Holmes Beach
Beachfront -Direct ocean view - Apollo 306
From $199 /Night
Condo
South West FL > Marco Island
Blue Heron Luxury Private Waterfront Oasis on Bimini Bay - Walk to the Beach
From $480 /Night
House
Anna Maria Island > Anna Maria
Beachfront condo on Siesta Key
From $1,195 /Week
Condo
South West FL > Siesta Key
Edge of Paradise at Margaritaville - 5 Night Min
From $170 /Night
Condo
South West FL > Anna Maria Island
Enjoy Stunning Sunsets at this Luxurious Gulf Front Condo on Siesta Key
From $229 /Night
Condo
South West FL > Siesta Key
Best Deal.... New Smyrna Beach Beachfront Condo for rent
Condo
East Central FL > New Smyrna Beach
Meehan - sleeps 6 with heated pool, downtown Port Charlotte from $112nt
From $112 /Night
House
South West FL > Port Charlotte
Beautiful Park Shore Beach on the Gulf of Mexico
From $6,000 /Month
Condo
South West FL > Naples
GORGEOUS 8TH FL. RESORT CONDO MONTHLY STAYS - GULF OF MEXICO VIEWS IN MOST ROOMS
From $6,000 /Month
Condo
South West FL > Naples
SMUGGLER'S COVE RESORT - Anna Maria Island Vacation Rentals
SMUGGLER'S COVE RESORT - Anna Maria Island Vacation Rentals
South West FL > Anna Maria Island > Bradenton Beach
Condo , Bedroom(s): 1 , Sleeps: 4
Quiet family friendly resort with access to the Bay and the Gulf
ID#: 2149
From $130 /Night

0 Reviews
Blue Heron Luxury Private Waterfront Oasis on Bimini Bay - Walk to the Beach
Blue Heron Luxury Private Waterfront Oasis on Bimini Bay - Walk to the Beach
South West FL > Anna Maria Island > Anna Maria
House , Bedroom(s): 4 , Sleeps: 8
The Blue Heron is a beautiful 4 bedroom 3.5 bath brand new luxury home on Anna Maria Island for rent - Anna Maria Island Vacation Rentals
ID#: 2057
From $480 /Night

13 Reviews
The Veranda on Jacaranda - Luxury Home, North Anna Maria Island across from Bean Point
The Veranda on Jacaranda - Luxury Home, North Anna Maria Island across from Bean Point
South West FL > Anna Maria Island > Anna Maria
House , Bedroom(s): 3 , Sleeps: 8
Newer 3 story Home and beautifully decorated. Elevator to access all floors. Garage parking, private fenced yard, heated pool, beach gear, 6 Bikes, Ocean views.
ID#: 2185
From $350 /Night

0 Reviews
Anna Maria Island Paradise❤️Close to beach, shops&restaurants, heated pool, private lanai!
Anna Maria Island Paradise❤️Close to beach, shops&restaurants, heated pool, private lanai!
South West FL > Anna Maria Island > Holmes Beach
Condo , Bedroom(s): 2 , Sleeps: 6
Book a relaxing vacation at our condo, situated in a private complex on the beautiful Anna Maria Island, only a short walk to the beach, shops and restaurants!
ID#: 857
From $800 /Week

14 Reviews
SeaDuction - 400 Steps to Beach!
SeaDuction - 400 Steps to Beach!
South West FL > Anna Maria Island > Holmes Beach
Condo , Bedroom(s): 2 , Sleeps: 6
2 Bed, 2 Bath Condo on Holmes Beach - 400 steps to the beach Professional pictures coming end of July
ID#: 2222
From $1,275 /Week

1 Reviews
Edge of Paradise at Margaritaville - 5 Night Min
OFFER
Edge of Paradise at Margaritaville - 5 Night Min
South West FL > Anna Maria Island
Condo , Bedroom(s): 3 , Sleeps: 7
Luxe Condo I Resort Amenities I Near Anna Maria Island I Margaritaville - Anna Maria Island Vacation Rentals
ID#: 2015
From $170 /Night

13 Reviews
AMI Waterfront Beach Condo w Pool!
AMI Waterfront Beach Condo w Pool!
South West FL > Anna Maria Island > Bradenton Beach
Condo , Bedroom(s): 2 , Sleeps: 6
Watch sunrise over the bay, walk across the street to enjoy the beach. Restaurants & shopping all within walking distance! - Anna Maria Island Vacation Rentals
ID#: 1321
From $1,250 /Week

25 Reviews
Affordable Rates on Anna Maria Island!
Affordable Rates on Anna Maria Island!
South West FL > Anna Maria Island > Holmes Beach
Condo , Bedroom(s): 2 , Sleeps: 4
Beautiful Condo on Anna Maria Island!
ID#: 1345
From $99 /Night

3 Reviews
Gorgeous AMI Villa with private pool & just steps to the beach!
Gorgeous AMI Villa with private pool & just steps to the beach!
South West FL > Anna Maria Island > Holmes Beach
Villa , Bedroom(s): 3 , Sleeps: 6
Welcome to AMI Villa! When you come to Anna Maria Island, make this charming Mediterranean 3 bed & 3 bath villa with a private pool your home away from home!
ID#: 2114
From $300 /Night

7 Reviews
Bayberry Cottage South - Pool
Bayberry Cottage South - Pool
South West FL > Anna Maria Island > Bradenton Beach
House , Bedroom(s): 2 , Sleeps: 6
Walk to the beach or laze by the backyard pool! Or jump on the free island trolley and see the sights.
ID#: 2264
From $300 /Night

0 Reviews
Bayberry Cottage North - Pool
Bayberry Cottage North - Pool
South West FL > Anna Maria Island > Bradenton Beach
House , Bedroom(s): 2 , Sleeps: 6
2 bedrooms, 1.5 baths, private pool, walk to the beach!
ID#: 2263
From $300 /Night

0 Reviews
Direct Beachfront Anna Maria Island Condo Rental
Direct Beachfront Anna Maria Island Condo Rental
South West FL > Anna Maria Island > Bradenton Beach
Condo , Bedroom(s): 1 , Sleeps: 4
Walk out your door and onto the beach on beautiful Anna Maria Island!
ID#: 2226
From $250 /Night

2 Reviews
The Anna Maria Island Beach Retreat
The Anna Maria Island Beach Retreat
South West FL > Anna Maria Island
Condo , Bedroom(s): 2 , Sleeps: 6
The Anna Maria Island Beach Retreat, 2 bedrooms, 1 bathroom, sleeps 6 maximum
ID#: 1774
From $81 /Night

0 Reviews
Absolute Anna Maria
Absolute Anna Maria
South West FL > Anna Maria Island > Bradenton Beach
Condo , Bedroom(s): 2 , Sleeps: 5
Surrounded By Water-Private Beach Access-Heated Pool-Two Balconies-Keyless Lock-Two Bedrooms-Two Washrooms
ID#: 75
From $1,085 /Week

19 Reviews
July 31-AUGUST 7 AVAILABLE - BOOK YOUR ANNA MARIA ISLAND SUMMER VACATION NOW!
OFFER
July 31-AUGUST 7 AVAILABLE - BOOK YOUR ANNA MARIA ISLAND SUMMER VACATION NOW!
South West FL > Anna Maria Island > Holmes Beach
House , Bedroom(s): 3 , Sleeps: 6
Blue Turtle Cottage Anna Maria Island has a sparkling private pool in a tropical backyard and is just steps (Less than 100!) to the white sand beach!
ID#: 3
From $315 /Night

46 Reviews
PRIME LOCATION ON AMI ** DIRECTLY ON WHITE SUGAR SAND BEACH ** HEATED POOL
PRIME LOCATION ON AMI ** DIRECTLY ON WHITE SUGAR SAND BEACH ** HEATED POOL
South West FL > Anna Maria Island > Bradenton Beach
Condo , Bedroom(s): 2 , Sleeps: 4
LUXURY CONDO 2 Bed 2 Bath * SEE SUNSET FROM LANAI * WALK TO SHOPS/RESTAURANTS
ID#: 920
From $171 /Night

42 Reviews
Elevator! Large Luxury Home w Elevator! Heated Pool & Spa. 3 min walk to Beach!!
Elevator! Large Luxury Home w Elevator! Heated Pool & Spa. 3 min walk to Beach!!
South West FL > Anna Maria Island > Bradenton Beach
House , Bedroom(s): 5 , Sleeps: 12
Large Luxury 5 Bed/5 Bath Home w/ Elevator, Heated Pool & Spa, only 3-minute walk to Beach. Perfect for work & play.
ID#: 1499
From $699 /Night

41 Reviews
Anna Maria Island Beach Sands
Anna Maria Island Beach Sands
South West FL > Anna Maria Island
Condo , Bedroom(s): 2 , Sleeps: 5
FAMILY/CHILD FRIENDLY CONDOMINIUM - ALL BABIES AND CHILDREN ARE WELCOME!!!!
ID#: 1772
From $162 /Night

0 Reviews
Beach Cottage only steps to the white sandy beaches of Anna Maria Island!
Beach Cottage only steps to the white sandy beaches of Anna Maria Island!
South West FL > Anna Maria Island > Anna Maria
Cottage , Bedroom(s): 2 , Sleeps: 6
Beach Basket is a vintage 1920's cottage located on Oak Ave which dead ends to the white sandy beaches and emerald waters of Anna Maria Island!
ID#: 2069
From $336 /Night

10 Reviews
The Happy Hibiscus Island Oasis with Ocean Views
OFFER
The Happy Hibiscus Island Oasis with Ocean Views
South West FL > Anna Maria Island
House , Bedroom(s): 4 , Sleeps: 8
The perfect getaway with a saltwater pool and hot tub, putting green, pool table, foosball table and more fun!
ID#: 2232
From $450 /Night

5 Reviews

OFFER Summer Special

Special offer period: Aug 7, 2021 - Aug 13, 2021

The Anna Maria Island Beach Palms 6B
The Anna Maria Island Beach Palms 6B
South West FL > Anna Maria Island
Condo , Bedroom(s): 2 , Sleeps: 6
FAMILY/CHILD FRIENDLY CONDOMINIUM - ALL BABIES AND CHILDREN ARE WELCOME!!!!
ID#: 1762
From $111 /Night

0 Reviews
The Anna Maria Island Beach Palms 5B
The Anna Maria Island Beach Palms 5B
South West FL > Anna Maria Island
Condo , Bedroom(s): 2 , Sleeps: 6
FAMILY/CHILD FRIENDLY CONDOMINIUM - ALL BABIES AND CHILDREN ARE WELCOME!!!!
ID#: 1768
From $121 /Night

0 Reviews
The Anna Maria Island Beach Sands 203
The Anna Maria Island Beach Sands 203
South West FL > Anna Maria Island
Condo , Bedroom(s): 2 , Sleeps: 5
The Anna Maria Island Beach Retreat, 2 bedrooms, 1 bathroom, sleeps 6 maximum
ID#: 1773
From $152 /Night

0 Reviews
Anna Maria Island Retreat
Anna Maria Island Retreat
South West FL > Anna Maria Island
Condo , Bedroom(s): 2 , Sleeps: 6
FAMILY/CHILD FRIENDLY CONDOMINIUM - ALL BABIES AND CHILDREN ARE WELCOME!!!!
ID#: 1775
From $153 /Night

0 Reviews
The Anna Maria Island Beach Sands 201
The Anna Maria Island Beach Sands 201
South West FL > Anna Maria Island
Condo , Bedroom(s): 2 , Sleeps: 6
FAMILY/CHILD FRIENDLY CONDOMINIUM - ALL BABIES AND CHILDREN ARE WELCOME!!!!
ID#: 1764
From $177 /Night

0 Reviews
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