Vacation Rentals

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Beautiful 4-BR, Very Close to Gulf Beach, LARGE Heated Pool

From $350 /Night

House

Anna Maria Island > Anna Maria

Siesta Key with private beach with complimentary lounges and umbrellas!

Condo

South West FL > Siesta Key

SMUGGLER'S COVE RESORT - Anna Maria Island Vacation Rentals

From $130 /Night

Condo

South West FL > Anna Maria Island

White Sands Resort - Weekly - Naples vacation rentals

From $129 /Night

Condo

South West FL > Naples

From $2,300 /Month

Condo

South West FL > Bradenton

From $253 /Night

Villa

South West FL > Cape Coral

From $250 /Night

Villa

Anna Maria Island > Holmes Beach

Beachfront -Direct ocean view - Apollo 306

From $119 /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

From $1,115 /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

Absolute Anna Maria - Anna Maria Island Vacation Rentals

From $131 /Night

Condo

South West FL > Anna Maria Island

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 $8,000 /Month

Condo

South West FL > Naples

From $6,000 /Month

Condo

South West FL > Naples

From $395 /Night

Condo

Northeast FL > Amelia Island

From $890 /Week

Condo

Anna Maria Island > Bradenton Beach

Anna Belle - Waterfront Luxury Home: North End wDock, Pool, Spa, Screened Lanai, Free WiFi

From $300 /Night

House

Anna Maria Island > Anna Maria

Daytona's BEST FAMILY FUN BEACH VACATION DEAL! Only 1 Block walk to the BEACH!

From $198 /Night

House

East Central FL > Daytona Beach

CCVS - The Villa Starfish Lake is located on the same lake 'Starfish Lake' in Cape Coral

From $121 /Night

House

South West FL > Cape Coral

Anna Maria Island Paradise❤️Close to beach, shops&restaurants, heated pool, private lanai!

From $100 /Night

Condo

Anna Maria Island > Holmes Beach

Luxurious Islamorada ,Private Sandy Beach Access. Hammocks, Kayaks, & More!

From $486 /Night

House

Islamorada Area > Islamorada

Cozy Cabana West - Anna Maria Island Vacation Rentals

From $170 /Night

Villa

Anna Maria Island > Holmes Beach

Sirenia Cove - Htd Pool Waterfront Dock Ping Pong Outdoor Bar Backyard Beach

From $1,799 /Week

House

Anna Maria Island > Anna Maria

From $1,799 /Week

House

Anna Maria Island > Anna Maria

Sirenia By The Sea - Waterfront Pool Hot Tub Dock Sauna - Steps to the Beach

From $1,999 /Week

House

Anna Maria Island > Anna Maria

Blue Turtle Cottage Anna Maria Island Available for January Dates!

From $299 /Night

House

Anna Maria Island > Holmes Beach

Edge of Paradise at Margaritaville - 5 Night Min

South West FL > Anna Maria Island

Condo , Bedroom(s): 3 , Sleeps: 8

Luxe Condo I Resort Amenities I Near Anna Maria Island I Margaritaville - Anna Maria Island Vacation Rentals

ID#: 2015

From $170 /Night

9 Reviews

Meehan - sleeps 6 with heated pool, downtown Port Charlotte from $112nt

South West FL > Port Charlotte

House , Bedroom(s): 3 , Sleeps: 6

Affordable Pool Home for Rent in Port Charlotte Florida - 6 Sleeps, heated pool, downtown, near golf course, library, senior center

ID#: 1552

From $112 /Night

0 Reviews

Luxurious Islamorada ,Private Sandy Beach Access. Hammocks, Kayaks, & More!

Florida Keys > Islamorada Area > Islamorada

House , Bedroom(s): 3 , Sleeps: 6

Newly renovated and remodeled, private sandy beach, waterfront location, tiki, hammocks and tons of sports gear for guests!

ID#: 329

From $486 /Night

5 Reviews

Anna Belle - Waterfront Luxury Home: North End wDock, Pool, Spa, Screened Lanai, Free WiFi

South West FL > Anna Maria Island > Anna Maria

House , Bedroom(s): 3 , Sleeps: 8

Ground level living, 3 bedrooms, 2 baths, sleeps 8. Private Home with Waterfront Dock, Pool, Hot Tub, Wifi - Anna Maria Island Vacation Rentals

ID#: 1228

From $300 /Night

20 Reviews

AMI Waterfront Bradenton 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 $890 /Week

21 Reviews

Villa Sanibel Shell in Cape Coral

South West FL > Cape Coral

Villa , Bedroom(s): 4 , Sleeps: 8

Luxury new building from 2015, 4 bedrooms, 4 bathrooms, golf access, boat dock, pool, spa, summer kitchen, billiard table

ID#: 2126

From $253 /Night

5 Reviews

Absolute Anna Maria - Anna Maria Island Vacation Rentals

South West FL > Anna Maria Island

Condo , Bedroom(s): 2 , Sleeps: 5

WELCOME TO OUR FAMILY FRIENDLY CONDOMINIUM

ID#: 1763

From $131 /Night

0 Reviews

OFFER

Gorgeous AMI Villa with private pool & just steps to the beach!

South West FL > Anna Maria Island > Holmes Beach

Villa , Bedroom(s): 3 , Sleeps: 8

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 $250 /Night

2 Reviews

OFFER Special Deal January 16-23 $2,100 per week plus taxes and fees!

Special offer period: Jan 16, 2021 - Jan 23, 2021

Beautiful 4-BR, Very Close to Gulf Beach, LARGE Heated Pool

South West FL > Anna Maria Island > Anna Maria

House , Bedroom(s): 4 , Sleeps: 7

House, 4 Bedrooms, 2.5 Baths (Sleeps 7)

ID#: 2151

From $350 /Night

10 Reviews

OFFER

Daytona's BEST FAMILY FUN BEACH VACATION DEAL! Only 1 Block walk to the BEACH!

East Central FL > Daytona Beach

House , Bedroom(s): 6 , Sleeps: 16

VOTED Daytona's "BEST" AWARD WINNING FAMILY FUN BEACH VACATION! Just a 2 minute walk across to the BEACH/OCEAN! RATED 5 STARS BY TRIP ADVISOR!

ID#: 976

From $198 /Night

11 Reviews

OFFER FREE NIGHT STAY!... LIMITED TIME OFFER! Book 6 weekend to weekend nights and get an additional NIGHT FREE! (event & holidays excluded)

Special offer period: Dec 1, 2020 - Dec 18, 2021

Oceanfront Luxury - Amelia Island Florida Beachfront Condo Rental

Northeast FL > Amelia Island

Condo , Bedroom(s): 2 , Sleeps: 5

18 Ocean Place: Oceanfront condo adjoining The Ritz-Carlton. Enjoy the advantages of your own private condo with access to many of the amenities of the Ritz

ID#: 1404

From $395 /Night

11 Reviews

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

4 Reviews

Beachfront condo on Siesta Key

South West FL > Siesta Key

Condo , Bedroom(s): 2 , Sleeps: 6

Updated beachfront condo directly on the sands of Turtle beach

ID#: 2056

From $1,115 /Week

1 Reviews

Sirenia By The Sea - Waterfront Pool Hot Tub Dock Sauna - Steps to the Beach

South West FL > Anna Maria Island > Anna Maria

House , Bedroom(s): 5 , Sleeps: 12

Picture yourself vacationing in a huge 5 Bedroom luxurious tropical villa, the perfect Anna Maria Vacation Rental for large groups

ID#: 2

From $1,999 /Week

40 Reviews

Blue Turtle Cottage Anna Maria Island Available for January Dates!

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 and is just steps to the white sand beach!

ID#: 3

From $299 /Night

46 Reviews

Beachfront -Direct ocean view - Apollo 306

South West FL > Marco Island

Condo , Bedroom(s): 1 , Sleeps: 4

Enjoy your private deck and view of the ocean.

ID#: 2075

From $119 /Night

13 Reviews

Beautiful Park Shore Beach on the Gulf of Mexico

South West FL > Naples

Condo , Bedroom(s): 3 , Sleeps: 8

3 Bedroom Vacation Condo Rental in Naples - 3 MONTH MINIMUM STAYS

ID#: 1546

From $8,000 /Month

0 Reviews

Siesta Key with private beach with complimentary lounges and umbrellas!

South West FL > Siesta Key

Condo , Bedroom(s): 2 , Sleeps: 6

2 BR, 2 Bath condominium in beautiful Siesta Key, a barrier island in Sarasota.

ID#: 2150

0 Reviews

GORGEOUS 8TH FL. RESORT CONDO MONTHLY STAYS - GULF OF MEXICO VIEWS IN MOST ROOMS

South West FL > Naples

Condo , Bedroom(s): 3 , Sleeps: 6

Monthly Vacation Rental in Naples available for rent for seasonal visitors or longer term stays.

ID#: 1545

From $6,000 /Month

0 Reviews

The Anna Maria Island Beach Palms 2B

South West FL > Anna Maria Island > Bradenton Beach

Condo , Bedroom(s): 2 , Sleeps: 4

FAMILY/CHILD FRIENDLY CONDOMINIUM.

ID#: 1767

From $121 /Night

0 Reviews

The Anna Maria Island Beach Castle

South West FL > Anna Maria Island

Condo , Bedroom(s): 2 , Sleeps: 6

FAMILY/CHILD FRIENDLY CONDOMINIUM - ALL BABIES AND CHILDREN ARE WELCOME!!!!

ID#: 1766

From $152 /Night

0 Reviews

North End Luxury Beach Cottage STEPS TO THE BEACH Heated Pool and Outdoor Living Area

South West FL > Anna Maria Island > Anna Maria

Cottage , Bedroom(s): 2 , Sleeps: 4

Seahorse Cottage is one of our most popular properties located on the desirable North End of Anna Maria with a Heated Pool and Outdoor Living Area

ID#: 2064

From $291 /Night

10 Reviews

22 North End Beach House near Bean Point Beach!!

South West FL > Anna Maria Island > Anna Maria

House , Bedroom(s): 2 , Sleeps: 4

Located on the desirable North end of Anna Maria Island just steps away from the famous Bean Point Beach, Rod N Reel Pier and Bayfront Park!

ID#: 2065

From $269 /Night

10 Reviews

One-of-a-Kind 33 Luxury Beach House on the desirable North End of Anna Maria!

South West FL > Anna Maria Island > Anna Maria

House , Bedroom(s): 3 , Sleeps: 6

Come relax and enjoy this stunning retreat with a modern, clean beach style ambiance. The white sandy beaches of Bean Point are only a 5 minute stroll away!

ID#: 2063

From $448 /Night

10 Reviews