Top 50 Casey Key Vacation Rentals

Condos (1,740)
Houses (1,420)
Villas (262)
Golf rental (2,649)
Beachfront (1,166)
Beach view (803)

Explore a selection of Casey Key vacation rentals

Pet Friendly, 2 Miles from Nokomis Beach, 3 bedroom 2 bath will...
Guests8
Bedrooms3
Bathrooms2
Wonderful 4.8 / 5
$185 avg/night
3 beds
2 Bathrooms
Guests 8
4 reviews
NEW RENTAL! Private Casey Key Beach House, 4 Bedroom Suites (2...
Guests8
Bedrooms4
Bathrooms4
Wonderful 5 / 5
$500 avg/night
4 beds
4 Bathrooms
Guests 8
3 reviews
Florida Gulf Coast Beaches, Fishing, Near State Parks, Golf
Guests7
Bedrooms2
Bathrooms2
Wonderful 5 / 5
$50 avg/night
2 beds
2 Bathrooms
Guests 7
2 reviews
The Seashell Cottage: A charming cozy Key West style cottage Near...
Guests4
Bedrooms2
Bathroom1
Wonderful 5 / 5
$98 avg/night
2 beds
1 Bathroom
Guests 4
20 reviews
Winter 2017/18 dates still AVAILABLE!
Guests4
Bedrooms2
Bathrooms2
Wonderful 4.3 / 5
$71 avg/night
2 beds
2 Bathrooms
Guests 4
3 reviews
The Mermaid Cottage: A Charming Cozy Key West Style Cottage Near...
Guests2
Bedroom1
Bathroom1
Wonderful 5 / 5
$91 avg/night
1 bed
1 Bathroom
Guests 2
8 reviews
Gorgeous views (bay & orchard), by Nokomis Beach, close to Venice...
Guests6
Bedrooms3
Bathrooms2
Wonderful 5 / 5
$115 avg/night
3 beds
2 Bathrooms
Guests 6
1 reviews
**NEW LISTING and Open for 2018 Season!!**
Guests6
Bedrooms3
Bathrooms2
Wonderful 0 / 5
$157 avg/night
3 beds
2 Bathrooms
Guests 6
The Starfish Cottage: A Charming Cozy Key West Style Cottage Near...
Guests2
Bedroom1
Bathroom1
Wonderful 0 / 5
$97 avg/night
1 bed
1 Bathroom
Guests 2
Florida Water Front Property on Canal near Nokomis Beach on Gulf...
Guests6
Bedrooms3
Bathrooms2
Wonderful 4.5 / 5
$123 avg/night
3 beds
2 Bathrooms
Guests 6
2 reviews
Heated Pool House Close To USA's Best Beach! Great Rates!
Guests10
Bedrooms4
Bathrooms3
Wonderful 4.7 / 5
$150 avg/night
4 beds
3 Bathrooms
Guests 10
46 reviews
Just Renovated In Late 2015 With All New Everything
Guests7
Bedrooms2
Bathroom1
Wonderful 4.2 / 5
$56 avg/night
2 beds
1 Bathroom
Guests 7
10 reviews
Beachfront Ground Level Suite - Newly Remodeled - Wifi , HDTV...
Guests6
Bedrooms3
Bathrooms2
Wonderful 4.6 / 5
$328 avg/night
3 beds
2 Bathrooms
Guests 6
22 reviews
Siesta Jewel Villa, Walk to the Beach & Village...or hang by the...
Guests4
Bedroom1
Bathroom1
Wonderful 4.7 / 5
$139 avg/night
1 bed
1 Bathroom
Guests 4
50 reviews
Waterfront Pool Home with Dock Close to the Beach
Guests8
Bedrooms3
Bathrooms2
Wonderful 5 / 5
$129 avg/night
3 beds
2 Bathrooms
Guests 8
6 reviews
Spectacular Crescent Beach Views on 7th floor at Midnight Cove!
Guests6
Bedrooms2
Bathrooms2
Wonderful 4.8 / 5
$242 avg/night
2 beds
2 Bathrooms
Guests 6
49 reviews
Perfectly Polished Jewel On The Golf Course.
Guests3
Bedroom1
Bathrooms0
Wonderful 5 / 5
$89 avg/night
1 bed
0 Bathrooms
Guests 3
8 reviews
Island Home in Paradise!!
Guests8
Bedrooms3
Bathrooms2
Wonderful 5 / 5
$117 avg/night
3 beds
2 Bathrooms
Guests 8
38 reviews
Lakewood Ranch Lakeside Condo Close to Shops and Restaurants
Guests4
Bedrooms2
Bathrooms2
Wonderful 4.8 / 5
$120 avg/night
2 beds
2 Bathrooms
Guests 4
33 reviews
Newly Renovated Spacious Waterfront Home With Balcony, Pool/Spa...
Guests13
Bedrooms4
Bathrooms4
Wonderful 4.9 / 5
$557 avg/night
4 beds
4 Bathrooms
Guests 13
16 reviews
Palm Bay Club Bayside Well-Priced Rental Condo on Siesta Key
Guests6
Bedrooms2
Bathrooms2
Wonderful 4.6 / 5
$154 avg/night
2 beds
2 Bathrooms
Guests 6
52 reviews
Palm Bay Club Bayside Well-Priced Rental Condo on Siesta Key
Guests6
Bedrooms2
Bathrooms2
Wonderful 4.6 / 5
$154 avg/night
2 beds
2 Bathrooms
Guests 6
52 reviews
All Newly Redone 3 Bedroom With Fenced In Yard
Guests9
Bedrooms3
Bathroom1
Wonderful 4.4 / 5
$85 avg/night
3 beds
1 Bathroom
Guests 9
12 reviews
Kid Friendly Island Home In Paradise!! Discounts in Nov/Dec 2016...
Guests8
Bedrooms4
Bathrooms2
Wonderful 4.5 / 5
$117 avg/night
4 beds
2 Bathrooms
Guests 8
19 reviews
Best Location/ Near Siesta, Downtown, Golf, And St Armands
Guests4
Bedrooms2
Bathrooms2
Wonderful 4.3 / 5
$93 avg/night
2 beds
2 Bathrooms
Guests 4
8 reviews
Lovely home near beaches
Guests6
Bedrooms2
Bathroom1
Wonderful 4.8 / 5
$65 avg/night
2 beds
1 Bathroom
Guests 6
13 reviews
Midnight Cove beach front! View of beach and gulf! Private beach...
Guests6
Bedrooms2
Bathrooms2
Wonderful 5 / 5
$214 avg/night
2 beds
2 Bathrooms
Guests 6
29 reviews
2 Bedroom, 2 Bath, Sleeps 6, private in ground pool home
Guests6
Bedrooms2
Bathrooms2
Wonderful 4 / 5
$129 avg/night
2 beds
2 Bathrooms
Guests 6
2 reviews
Beautiful Open Concept Modular Home, New Kitchen (VBT #8439)
Guests4
Bedrooms2
Bathrooms2
Wonderful 5 / 5
$47 avg/night
2 beds
2 Bathrooms
Guests 4
3 reviews
Pool Home in the Pinecraft area Close to Downtown and Beaches.
Guests4
Bedrooms2
Bathroom1
Wonderful 5 / 5
$113 avg/night
2 beds
1 Bathroom
Guests 4
22 reviews
25% Off Bookings thru 10-31-17 / Tropical Oasis - 3 Min. to Beach...
Guests10
Bedrooms3
Bathrooms2
Wonderful 4.9 / 5
$184 avg/night
3 beds
2 Bathrooms
Guests 10
85 reviews
America's #1 Beach! Updated 2/1.5 condo steps away from beautiful...
Guests6
Bedrooms2
Bathroom1
Wonderful 4.9 / 5
$171 avg/night
2 beds
1 Bathroom
Guests 6
18 reviews
3 bedroom just renovated
Guests8
Bedrooms3
Bathroom1
Wonderful 4.8 / 5
$67 avg/night
3 beds
1 Bathroom
Guests 8
12 reviews
Siesta Jewel beach house- A Great place for the Whole Family!
Guests8
Bedrooms3
Bathrooms2
Wonderful 4.8 / 5
$255 avg/night
3 beds
2 Bathrooms
Guests 8
56 reviews
Lucky Penny Venice Island Home
Guests5
Bedrooms2
Bathrooms2
Wonderful 4 / 5
$69 avg/night
2 beds
2 Bathrooms
Guests 5
2 reviews
Siesta Jewel Villa Unit 1
Guests4
Bedroom1
Bathroom1
Wonderful 4.6 / 5
$100 avg/night
1 bed
1 Bathroom
Guests 4
52 reviews
4 Bedroom One Block From Beach With Pool, Patio And Parking...
Guests12
Bedrooms4
Bathrooms2
Wonderful 4.3 / 5
$339 avg/night
4 beds
2 Bathrooms
Guests 12
38 reviews
Newly Furnished and Updated Beautiful 1st Floor Condominium in The...
Guests6
Bedrooms2
Bathrooms2
Wonderful 4.8 / 5
$73 avg/night
2 beds
2 Bathrooms
Guests 6
6 reviews
Sarasota Deluxe King Waterfront Suite # 201 At 7150 N TAMIAMI TR
Guests2
Studio
Bathroom1
Wonderful 3.8 / 5
$49 avg/night
Studio
1 Bathroom
Guests 2
33 reviews
Our home away from home.
Guests6
Bedrooms2
Bathrooms2
Wonderful 4.9 / 5
$128 avg/night
2 beds
2 Bathrooms
Guests 6
47 reviews
OVER 180 DEGREE VIEW OF THE GULF & RIGHT ON THE BEACH - NO...
Guests6
Bedrooms2
Bathrooms2
Wonderful 4.8 / 5
$179 avg/night
2 beds
2 Bathrooms
Guests 6
16 reviews
Romantic.....1 Block To Sarasota Bay, 1 Mile To Downtown, 2 Miles...
Guests4
Bedrooms2
Bathroom1
Wonderful 5 / 5
$173 avg/night
2 beds
1 Bathroom
Guests 4
25 reviews
NEW LISTING - Pool Home in Central Sarasota - Close to Beaches!
Guests6
Bedrooms3
Bathrooms3
Wonderful 4.9 / 5
$136 avg/night
3 beds
3 Bathrooms
Guests 6
11 reviews
Steps to America's #1 Beach
Guests6
Bedrooms2
Bathrooms2
Wonderful 4.6 / 5
$129 avg/night
2 beds
2 Bathrooms
Guests 6
21 reviews
Bay Front Two Bedroom Two Bathroom Vacation Rental With Beautiful...
Guests4
Bedrooms2
Bathrooms2
Wonderful 0 / 5
$57 avg/night
2 beds
2 Bathrooms
Guests 4
Luxury Beach Cottage
Guests2
Bedroom1
Bathroom1
Wonderful 4.6 / 5
$271 avg/night
1 bed
1 Bathroom
Guests 2
38 reviews
3/2 Luxury resort style pool home near the gulf of mexico!
Guests6
Bedrooms3
Bathrooms2
Wonderful 4.6 / 5
$193 avg/night
3 beds
2 Bathrooms
Guests 6
15 reviews
Palm Bay Club - Bayfront Large 2/2 Condo - Reasonable Price
Guests6
Bedrooms2
Bathrooms2
Wonderful 4.9 / 5
$176 avg/night
2 beds
2 Bathrooms
Guests 6
47 reviews
Palm Bay Club - Bayfront Large 2/2 Condo - Reasonable Price
Guests6
Bedrooms2
Bathrooms2
Wonderful 4.9 / 5
$186 avg/night
2 beds
2 Bathrooms
Guests 6
47 reviews
Wonderful three two home with heated pool
Guests6
Bedrooms3
Bathrooms2
Wonderful 5 / 5
$70 avg/night
3 beds
2 Bathrooms
Guests 6
1 reviews

Casey Key, Florida, USA Vacation Rentals

Pet Friendly, 2 Miles from Nokomis Beach, 3 bedroom 2 bath will...

NEW RENTAL! Private Casey Key Beach House, 4 Bedroom Suites (2...

Florida Gulf Coast Beaches, Fishing, Near State Parks, Golf

The Seashell Cottage: A charming cozy Key West style cottage Near...

Winter 2017/18 dates still AVAILABLE!

The Mermaid Cottage: A Charming Cozy Key West Style Cottage Near...

Gorgeous views (bay & orchard), by Nokomis Beach, close to Venice...

**NEW LISTING and Open for 2018 Season!!**

The Starfish Cottage: A Charming Cozy Key West Style Cottage Near...

Florida Water Front Property on Canal near Nokomis Beach on Gulf...

Heated Pool House Close To USA's Best Beach! Great Rates!

Just Renovated In Late 2015 With All New Everything

Beachfront Ground Level Suite - Newly Remodeled - Wifi , HDTV...

Siesta Jewel Villa, Walk to the Beach & Village...or hang by the...

Waterfront Pool Home with Dock Close to the Beach

Spectacular Crescent Beach Views on 7th floor at Midnight Cove!

Perfectly Polished Jewel On The Golf Course.

Island Home in Paradise!!

Lakewood Ranch Lakeside Condo Close to Shops and Restaurants

Newly Renovated Spacious Waterfront Home With Balcony, Pool/Spa...

Palm Bay Club Bayside Well-Priced Rental Condo on Siesta Key

Palm Bay Club Bayside Well-Priced Rental Condo on Siesta Key

All Newly Redone 3 Bedroom With Fenced In Yard

Kid Friendly Island Home In Paradise!! Discounts in Nov/Dec 2016...

Best Location/ Near Siesta, Downtown, Golf, And St Armands

Lovely home near beaches

Midnight Cove beach front! View of beach and gulf! Private beach...

2 Bedroom, 2 Bath, Sleeps 6, private in ground pool home

Beautiful Open Concept Modular Home, New Kitchen (VBT #8439)

Pool Home in the Pinecraft area Close to Downtown and Beaches.

25% Off Bookings thru 10-31-17 / Tropical Oasis - 3 Min. to Beach...

America's #1 Beach! Updated 2/1.5 condo steps away from beautiful...

3 bedroom just renovated

Siesta Jewel beach house- A Great place for the Whole Family!

Lucky Penny Venice Island Home

Siesta Jewel Villa Unit 1

4 Bedroom One Block From Beach With Pool, Patio And Parking...

Newly Furnished and Updated Beautiful 1st Floor Condominium in The...

Sarasota Deluxe King Waterfront Suite # 201 At 7150 N TAMIAMI TR

Our home away from home.

OVER 180 DEGREE VIEW OF THE GULF & RIGHT ON THE BEACH - NO...

Romantic.....1 Block To Sarasota Bay, 1 Mile To Downtown, 2 Miles...

NEW LISTING - Pool Home in Central Sarasota - Close to Beaches!

Steps to America's #1 Beach

Bay Front Two Bedroom Two Bathroom Vacation Rental With Beautiful...

Luxury Beach Cottage

3/2 Luxury resort style pool home near the gulf of mexico!

Palm Bay Club - Bayfront Large 2/2 Condo - Reasonable Price

Palm Bay Club - Bayfront Large 2/2 Condo - Reasonable Price

Wonderful three two home with heated pool

NEW LISTING and Open for 2018 Season!!